An Investigation of the Component Glyceride Structure of Olive Oil

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An Industrial Heritage Case Study in Ayvalık: Ertem Olive Oil Factory
An Industrial Heritage Case Study in Ayvalık: Ertem Olive Oil Factory

Ayvalık is a pioneer settlement in the West Anatolia with an olive-based industry since its establishment. However, due to fast technological developments and changes in production systems, there is a large stock of derelict industrial buildings within the city center. In addition, few of them are restored under poor conditions as a result of financial profits. This situation puts Ayvalık’s olive industrial heritage which constitutes the identity of the town at critical risk of extinction. Ertem Olive Oil Factory is one of the industrial heritage buildings in Ayvalık dating back to 1910 which is a typical well preserved-medium scale 19th-century olive oil factory including both olive oil and soap productions. The aim of this paper is to discuss a conservation approach for the industrial settlement of Ayvalık by assessing the factory and its close environment through values, problems and potentials. The paper thus begins with brief history of Ayvalık and the effects of industrialization on the city. It continues with theoretical principles of adaptive re-use through contemporary literature and general evaluation of adaptive re-use examples in Ayvalık according to these principles. The third part focuses on the general characteristics of Ertem Olive Oil Factory and its close environment. The final part discusses the conservation approach for the adaptive re-use through values, problems and potentials of the building and Ayvalık. JOURNAL OF CONTEMPORARY URBAN AFFAIRS (2018), 2(3), 20-30. https://doi.org/10.25034/ijcua.2018.4715

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An Investigation of the Component Glyceride Structure of Olive Oil

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The Pennsylvania State College The Graduate School Department of Agricultural and Biological Chemistry

AN INVESTIGATION OF THE COMPONENT GLYCERIDE STRUCTURE OF OLIVE OIL

A Thesis hy James Russell Oyler

Submitted in partial fulfillment of the requirements for the degree of

DOCTOR OF PHILOSOPHY August, 1942 7

/

Biological Chemistry

Head of Department of Agricultural and Biological Chemistry

I 1

TABLE OF CONTENTS Page I. INTRODUCTION

1

A

II, LITERATURE SURVEY A.

Qualitative Methods of Studying Glyceride

A

Structure

A

1, Crystallization Techniques B,

Quantitative Methods of Studying Glyceride Structure

5

1, Crystallization Techniques

5

2, Hydrogenation Procedure

6

3, Crystallization of BrominatedGlycerides

6



7

Permanganate Oxidation Method

5* Combined Fractional Crystallization, Ester Distillation and Hydrogenation Procedure 6, Molecular Distillation 7. Solvent Extraction

8 9 11

III. STATEMENT OF THE PROBLEM

12

IV. EXPERIMENTAL PROCEDURES

13

A.

Solvent Extraction

B.

Preparation of the Glyceride Fraction for Analysis

13

16

1, Removal of the Solvent

16

2, Saponification and Esterification

16

250269

Page

V.

VI. VII. VIII. IX.

3*

Fractional Distillation of theEsters

17



Analysis of the Ester Fractions

21

DISCUSSION AND INTERPRETATION OF RESULTS

132

A*

The Effect of Solvent Extraction

132

B.

The Results of Ester Distillation

134

C.

The Component Glyceride Structure of Olive Oil

137

SUMMART AND CONCLUSIONS

139

ACKNOWLEDGMENTS

141

BIBLIOGRAPHY

142

APPENDIX

148

I*

MTRODDCTIOI

Since the beginning of civilization, fats have been used extensively by both nan and animal.

In the beginning, animal and

vegetable fats alike occupied an important place in the diet of man* Then, by experience, he learned the benefits of the application of liquid fats to his mounds and the soothing effect of oils on his skin. As civilization progressed, the animal fats and oils mere employed as a source of heat for the cooking of food and for fighting the cold minds which threatened to destroy him.

For centuries, man

attempted to satisfy his innate curiosity about the constitution of these useful compounds but not until the early part of the nineteenth century, after he had mastered more elementary problems, mas he able to extricate from this complicated class of compounds any information concerning their chemistry.

For many years, the early scientists mere

unable to increase their knowledge of the fats beyond the point that they knew they mere glycerol esters of fatty acids. It is true they understood the nature of many of the fatty acids composing the fat as well as the glycerol portion.

All the

chemists of the time conceded that fats mere made up of mixtures in varying portions of simple triglycerides.

It mas not until the

beginning of the twentieth century that an accumulation of evidence against this theory became great enough to explode it. Using crude fractional crystallization methods, chemists mere able to isolate nixed glycerides in such quantity that even the most dubious could not deny their existence.

As crystallization procedures advanced in

refinement, other scientists were stirred into action and methods

other than crystal ligation were sought In an effort to gain wore knowledge of the component glyceride structure of the natural fats* Attempts were wade to devise wethods of separating the different glycerides an a quantitative basis so that, in addition to proving what Vfwflp of glycerides were present, estimates could be made as to how much of a particular glyceride was present* Oxidation and bromination of unsaturated linkages and hydro­ genation in varying extents were resorted to in efforts to dispel the puzzling questions which surrounded the problem of component glyceride structure and, in some instances, have been very successful*

It

should be understood that the chemistry of fats is by no means simple* Fats are, for the most part, amorphous and difficult to crystallize, and cannot be distilled under ordinary conditions*

The glycerides

which constitute a fat are usually so similar in molecular weight that any separation dependent upon this property is not satisfactory* wise, their solubilities are usually not very different*

Like­

In addition,

all natural fats have a tendency to become rancid or to decompose* There is little wonder, then, that the chemistry of fats has sometimes been referred to as the "forgotten field of chemistry. * However, by combining chemical and physical studies of glycerides, enough light was shed to enable Professor T* P* Hilditch, of the University of Liverpool, to formulate the "rule of even distri­ bution" which assumes that natural fats are mixtures of mixed glycerides in which the component fatty acids are as widely and evenly distributed among all the glyceride molecules as possible*

Although Hilditch has

contributed more to the understanding of component glyceride structure

than any single individual, other means have been explored in an effort to make quantitative glyceride studies acre accurate*

This search

revealed that possibly molecular distillation was the final answer to the problems of glyceride separation* However, the research which has been done to date by molecular distillation indicates that there is still much to be desired in the efficiency of separation of the glycerides in a fat*

Of course, the molecular still is a comparatively

recent development and its applications to fat analysis have not yet been fully determined* More recently, the possibility of applying continuous solvent extraction to component glyceride studies has been attempted and conclusions drawn which indicate that this application is feasible. In the present research, the counter current solvent extraction method has been employed in conjunction with low pressure fractional distil­ lation techniques in an effort to make a definite contribution to the understanding of the component glycerides contained in olive oil and at the same time offer further proof of the value of solvent i

extraction in fat studies*

II. LITERATURE SURVEY A. 1.

Qualitative Methods of Studying Glyceride Structure

Crystallization Techniques The year 1823 is considered by many individuals as a note­

worthy date in the history of fat chemistry for it was at this tine that Chevreul reported the important scientific discovery that natural fats were glycerol esters of fatty acids.

Since the chemistry

of fats was very meager at that time, most scientific investigators assumed the glycerides to be "simple" in nature; that is, composed of three molecules of one acid such as stearic or oleic esterified with a molecule of glycerol.

The existence of simple triglycerides was

accepted scientifically until almost 1900 when, by crystallization procedures, several workers reported finding quantities of glycer­ ides other than simple triglycerides. Heise (1, 2) astounded the scientific world by his announcement that he had isolated an oleodistearin from a natural fat. A few years after this discovery Kreis and Hafher (3) reported the finding of palmitodistearln in beef and mutton tallow.

They

stated: " — dass die von tuts aus thierisehen Fetten isoluten Krystalle gemischte Glyceride sind, und es ist uns ferner gelungen, nachzuweisen, dass die Krystalle aus Rinder und Hammel - Fett aus - Palmito - distearin, (cl6®31°2^ (c18h 35°2) (c 18P35°2)» bestehen. With the realization that triglycerides of a more complex nature existed in natural fats, wore investigations of the component I glyceride structure of fats were initiated. A survey of scientific

writing reveals that Bower (4> 5) was the first worker to undertake the systematic study of glyceride structure* Boner and his co-workers depended cm fractional crystallisation methods for the separation of the various glycerides. Most of Bomer* s work was of a qualitative nature and those results which approached a quantitative analysis were in no way commensurate to the long tedious crystallization procedures which were undertaken to produce the data*

B. 1*

Quantitative Methods of Studying Glyceride Structure

Crystallization Techniques Using the long crystallization procedures in the analysis

of mutton fat, Bomer, Schemm, and Heimsoth (!) were ahle to prove the presence of 3 per cent of tristearin and 4 to 5 per cent of dipalmitostearin with palmitodistearin.

The isolation of 3 per cent of

palmitodi3tearin and 2 per cent of dipalmitostearin was achieved by Bomer (6) in 1915*

Amberger (7, 8) by employing fractional crystal­

lization techniques on the study of butter fat, was able to obtain palmitodistearin, dipalmitostearin, oleodipalmitin, dloleopalmitln and triolein* He also believed butyrop&lmito—olein and butyrodiolein to be present in small quantities*

Both Amberger and Bromig (9) and

Bomer (10) undertook the analysis of goose fat*

The former found

dipalmitostearin, oleodipalmitin, dioleopalmitin and possibly triolein while Bomer proved 45 per cent of triolein, 30 per cent of dioleopalmitin, 5 per cent of dioleostearin, 3 to 4 per cent di­ palmitostearin and a small quantity of palmitodistearin were present* In relation to these figures, Hilditch (11) in his book on the

I

Chemical Composition of Hatural Fats Baya, * — except In the cases of the palaitostearins, the numerical percentages quoted are probably only a rough indication of the actual amount of the individual components." Dilauromyri3tin, laurodlmyristin and dimyristop&laitin, together with traces of dipalmitostearin, mere isolated by Baumann and Bomer (12) from coconut fat.

Evidence for the presence of

dilauromyristin, laurodinyristin, dimyristopalmitin and qyristodipalmitin and palm nut fat mas obtained by Schneider and Bomer (13) in 19242. Hydrogenation Procedure By submitting completely hydrogenated cacao butter to crystallization methods and then employing the same technique on the original fat, Amberger (14) mas able to detect paliaitodistearin, palmito-oleostearin and palmitodiolein. 3.

Crystallization of Brominated Glycerides The fractional crystallization of the brominated glycerides

from different solvents has yielded some information about component glyceride structure, especially of the fish oils and similar oils which contain a large proportion of unsaturated glycerides.

This method

of studying glyceride structure has been used extensively by some Japanese workers in attempts to learn something about the constitution of marine animal oils.

Suzuki and co-workers (1$) mere ablo to prove

the absence of simple triglycerides in all of the fish oils which

they examined. Many complicating factors vara experienced in using the crystallization procedures of the brominated glycerides while studying the fish liver oils. 4* Permanganate Oxidation Method Prior to 1927, the methods of studying component glyceride structure ware limited to those procedures which depended on the physical properties of the glycerides and this was further narrowed to ths employment of fractional crystallisation of the fats under observation. Moreover, the crystallization technique could, in most cases, give only a qualitative estimation of the component glycerides of a fat.

Only in the hands of the most experienced operators such as

Bomer did the fractional crystallization methods give results which approached a quantitative nature and then only if meticulous care was exercised in the hundreds of crystallizations required for one par­ ticular analysis. In 1927, Hilditch and Lea (16), at the University of Liver­ pool, instituted a procedure based on both chemical and physical methods.

Their method was a step toward making the component glycer­

ide studies more than qualitative and they were able to make quanti­ tative statements in regard to the glyceride structure of natural fats. This technique depends on the oxidation by potassium permanganate of the unsaturated linkages of the glycerides while the fat is dissolved in acetone. By this treatment, all unsaturated acyl radicals in the glycerides are oxidized to azelaic compounds bearing a carboxyl group. Upon washing the oxidized mixture with an aqueous alkali solution, the unsaturated glycerides or those containing unsaturated acids are

made water soluble while the saturated glycerides remain insoluble* Thus their preparation is made possible quantitatively.

If the

component acids in the fat as well as those of the fully saturated glycerides are known, the amount of saturated acids esterified, together with unsaturated acids in the mixed glycerides, can be calculated*

After the molecular ratio of saturated to unsaturated

acids in the mixed glycerides is known, definite quantitative state­ ments about the mixed glycerides can be made* By employing this method of analysis, Hilditch and Lea (16) found that cottonseed oil contained very little, if any, fully satu­ rated glycerides, cacao butter 2 per cent, and mutton tallow 26 per cent of these glycerides. Hilditch and Collin (17) examined numerous fats using the permanganate oxidation method and concluded that, as a rule, the concentration of saturated acids must be above 60 per cent before any appreciable quantity of fully saturated glycerides are present* Through this analytical method, important contributions were made to the knowledge of component glyceride structure of natural fats but it still left much to be desired, especially knowledge of the mixed glycerides containing more than one unsaturated acid molecule per glyceride molecule* 5*

Combined Fractional Crystallization, Ester Distillation and Hydrogenation Procedure* In an effort to overcame this weakness in their method of

analysis, Hilditch (18) and his co-workers combined fractional

crystallization, ester distillation and hydrogenation procedures*

Using

these combined methods, Hilditch states* "The procedure involved has been applied to cacao butter, mowrah fat, shea butter, phnlwara butter, Borneo tallow, and kepayang oil and is being employed in several other cases* It depends on the fact that systematic crystallization of such fats firon acetone at 0° centigrade, although usually incapable (as earlier investigators found) of yielding definite sized glycerides, affords, with comparative ease, a division of the fat into sparingly soluble portions in which aono-unsaturated-disaturated glycerides predominate and more soluble portions in which the di-unsaturated glycerides (and tri-unsaturated glycerides when present) are concentrated* The fat is thus divided into two, or at the most three, fractions, each of which is investigated as follows* (a)

The component acids are determined by ester fractionation;

(b)

A portion is hydrogenated and the tristearin content of the product determined;

(c)

Where necessary, the fully saturated glyceride content (and component acids) of the fraction determined*

From (a) and (c), the portions of mono-unsaturated and diunsaturated glycerides (or of di- and tri-unsaturated glycerides) in each portion of the fat follow by simple calculation. From the tri Cm * glyceride content (determined as tristearin in ^b) ), coupled with the component acid analyses (a), there follow also the pro­ portions of monoand di- C]g mixed glycerides in which the other homologous acid (palmitic) is present. With this data, and knowing the general order of solubility in acetone of, for example, oleodistearin, dioleostearin, oleopalmitostearin, oleodipalmitin, and palmitodiolein, it is usually possible to give with some confidence a detailed, approximately quantitative statement of the component glycetides in each portion of the fat, and therefore to deduce that of the original fat." 6. Molecular Distillation Boner (19), departing from his crystallization technique

in the study of glycerides, found that babassu fat can be distilled in a cathode light vacuum. He found that the distillate contained con­ siderable amounts of oleates but was unable to acconplish the sepa­ ration of these glycerides from the remaining ones by vacuum distil­ lation. Among the pure glycerides identified in the distillate were* ayristo-dllaurin (melting point 3lthfmgh the eoapooent glyceride structure of olive oil has been investigated In a qualitative and to some extent in a quantitative manner, it was thought desirable to make a more thorough investigation of the glycerides composing this food fat and at the same time study in detail the possibility of using the principle of solvent extraction for the investigations of the glycerides of other fats. This problem involved the use of the counter-current solvent extractor to separate the glycerides into fractions depending on their solubility in 95 per cent ethanol. After the separation into glyceride fractions by extraction, the individual fractions were saponified to form the potassium soaps.

These soaps were acidified

with mineral acid to liberate the free fatty acids which were esterified with methanol to yield the methyl esters of the fatly acids. The mixtures of esters were subjected to vacuum distillation through a Penn State fractionating column and separated into ester fractions. Thiocyanogen and iodine values were determined and, with this infor­ mation, the composition of the ester fractions was found.

From these

data, the composition of the glycerides in the olive oil sample was deduced.

XT.

EXPERIMENTAL PROCEDURES

The general procedure followed In this research was to divide the fat into glyceride fractions depending upon the solubility of the glycerides in ninety-five per cent ethanol, fora the methyl esters of each glyceride fraction, and then fractionally distill the ester mixture at reduced pressure.

The composition of each cut from the

ester distillation mas learned from the thiocyanogen and iodine value determinations together with the refractive index.

A.

Solvent Extraction

The construction and operation of the solvent extractor employed Is dearly stated by Menaker (25).

In the extraction of

olive oil, 700 grams of U.S.P. Italian oil were introduced into the extractor followed by 1500 milliliters of ninety-five per cent ethanol. Heat was applied to the disengaging section by means of the electric resistance wire.

Since olive oil is liquid at room temperature, how­

ever, it was not necessary to heat the contacting or tower section. At the end of 24- hours, after equilibrium had been established, the first fraction was removed from the extractor and $00 milliliters of pure alcohol added to the extractor to replace that which had been removed.

Since the amount of glycerides extracted in 24 hours was too

small for analysis, it was necessary to combine fractions from two successive days to obtain sufficient material with which to work.

By

following this procedure, the 700 gram sample of olive oil was divided into 34 glyceride fractions.

The data collected during the

solvent extraction process are given in Table 1.

TABLE I

IRACTIONATIOH OF 700 GRAMS OF OLIVE OIL BT SOLVENT EXTRACTION WITH 95 PER CERT ETHANOL

Traction Number

0-1

Weight of Fraction

9.5 grams

n ^

1.4613

0-2

13.00

1.4613

0-3

15.40

1.4613

0-4

12.00

1.4619

0-5

11.15

1.4621

0-6

7.45

1.4608

0-7

7.20

1.4613

0-8

6.93

1.4611

0-9

7.00

1.4603

0-10

8.40

1.4600

0-11

12.70

1.4600

0-12

9.60

1.4600

0-13 - U

23.70

1.4599

0-15 - 16

23.90

1.4595

0-17 - 18

20.90

1.4593

0-19 - 20

23.50

1.4610

0-21

10.70

1.4600

0-22

12.30

1.4599

0-23 - 24

23.00

1.4596

0-25 - 26

23.80

1.4592

TABLE I FRACTIONATION OF 700 GRAMS 0? OLIVE OIL BI SOLVENT EXTRACTION WITH 95 PER CERT ETHANOL (Continued)

Fraction lumber

Weight of Fraction

n ^

0-27 - 28

24*50 grams

1.4595

0-29 - 30

21.20

1.4599

0-31 - 32

21.90

1.4598

0-33 - 34

21.00

1.4598

0-37 - 38

18.80

1.4597

0-39 - 40

21.60

1.4597

0-41 - 42

21.60

1.4598

0-43 - 44

21.40

1.4599

0-45 - 46

21.80

1.4597

0-47 - 48

20.90

1.4595

0-49 - 50

20.20

1.4598

0-51 - 52

20.50

1.4595

0-53 - 54

21.20

1.4594

0-55 - 56

20.70

1.4593

0-57 - 58

19.70

1.4590

0-59 - 60

19.90

1.4592

0-61 - 62

21.00

1.4592

0-63 - 64

18.80

1.4591

0-65 - 66

10.70

1.4591

B. 1*

Preparation of the Glyceride Erection for Analysis

Removal of the Solvent To facilitate the removal of the solvent from the glycerides,

the solution mas placed into a one liter, round-bottom flask fitted with a ground glass joint.

Am indented column mas attached to the

flask which mas set in a mater bath maintained at a temperature of 90 to 100° centigrade.

The pressure in the system mas then reduced

to hasten the removal of the alcohol. Although this technique re­ moved the greater portion of the solvent, the last remaining traces mere expelled by attaching the flask while still hot to a water pump by means of a rubber stopper and pressure tubing and evacuating the flask to the full capacity of the pump. At the same time, the glycer­ ides inside the flask mere swirled around rapidly until they were

i

spread on the mall of the flask in a thin layer.

This process mas

continued until the last traces of alcohol mere removed.

The meight

of the glycerides was determined and a two gram sample removed for refractive index measurements and for future reference. 2.

See Table I.

Saponification and Esterification To the remainder of the glycerides in the round-bottom

flask was added an excess of potassium hydroxide dissolved in 25 to 35 milliliters of absolute methyl alcohol.

The quantity of potassium

hydroxide required was calculated from the saponification number of the olive oil and to this amount was added a 25 per cent excess.

The

flask containing the glycerides and alcoholic potassium hydroxide was

set on a sand bath heated by a hot plate* A reflux condenser prevented any lose In solvent and the mixture sas heated for 2 hours when saponification was complete* Sufficient sulfuric acid sas added to the mixture of potassium soaps in the round-bottom flask to neutralize the excess anp*H and to liberate the free fatty acids plus a 10 per cent excess to aid esterification. To eliminate any danger of charring and to facilitate the addition of the acid, it sas the practice to dissolve the acid in 25 milliliters of absolute methanol prior to pouring it into the flask.

The reaction mixture sas refluxed for three hours

before the flask and contents sere allowed to cool.

When cool, the

mixture sas poured into a separatory funnel and the oily layer of esters separated.

These sere sashed with distilled water until the

sashings sere neutral to congo red test paper.

This usually sas

accomplished with three 25 milliliter portions of water.

To prevent

any loss of the esters in the washings, they sere extracted with three 20 milliliter portions of petroleum ether (boiling range 20 to 40° centigrade) and the ether extracts combined with the esters in a 125 milliliter Erlenmeyer flask containing 10 grams of anhydrous sodium sulfate.

The flask was then tightly stoppered and stored in the

refrigerator (temperature maintained below -10° centigrade). 3.

Fractional Distillation of the Esters When the mixture of methyl esters had been thoroughly dried,

the flask containing them sas removed from the refrigerator and the contents filtered into a 125 milliliter, short-neck, round-bottom

distilling flask fitted with a ground glass joint*

To eliminate the

possibility of the loss of any appreciable quantity of the esters on the filter paper, in the flask, or in the sodium sulfate, they were carefully washed with three successive 10 milliliter portions of petroleum ether* flask*

These were added to the 125 milliliter round-bottom

The petroleum ether was distilled off through an indented

column at reduced pressure*

During this process the temperature of

the water bath surrounding the flask was not allowed to go above 80° centigrade*

The last traces of ether were removed by attaching

the flask directly to a water pump and swirling the contents of the flask in a thin layer over the sides of the flask*

The esters were

then ready for fractional distillation. The flask containing the esters was attached to an electri­ cally heated distilling column (*9x4-5 centimeters) fitted with a total reflux, partial take-off still head of the type described by Whitmore and Lux (26) •

The distilling column was packed with 3 milli­

meter, single turn glass helices prepared according to the method of Wilson, Parker and Laughlin (27) and fitted with an all—glass, water cooled fraction cutter*

Prior to beginning any distillations of the

esters, the plate efficiency of the distillation column was determined with a benzene-carbon tetrachloride mixture according to the procedure of Fenske, Quiggle and Tongberg (28) and Varteressian (29)*

This was

found to be equivalent to 11*5 theoretical plates resulting in an H.E.T.P. of 3.7 centimeters.

After the flask containing the esters

was attached to the column, the pressure in the system was reduced to 2 to 3 millimeters of mercury with an oil pump, as shown by a closed-

end nanometer*

Although lover pressures vere attainable with the i

apparatus used, the pressure drop at pressures lover than 2 to 3 millimeters would greatly decrease the efficiency of the type of column employed for this work* Every effort was made to allow the distilling column to come to equilibrium before taking cuts*

Consequently, the column was run

under total reflux from three to five hours before distilling any material into the fraction cutter*

After coming to equilibrium, the

distillation was continued without interruption until the ester mixture had been divided into from ten to fourteen fractions*

At the

completion of the distillation, some material remained on the surface of the packing and the inside of the column.

This material, known

as "hold-up,” cannot be distilled over and remains in the column*

It

was considered that the hold-up was of the same composition as the last fraction taken during the distillation*

To test the validity

of this assumption, ether was distilled through the column at the completion of a distillation*

After sufficient solvent had distilled

to remove the hold-up, the distillation was discontinued.

The ether

was removed from the solution at reduced pressure and the refractive index of the residue determined*

This was found, within the limit

of experimental error, to have the same refractive index as the last fraction taken during the distillation*

The fractional distillation

data for this distillation, together with the refractive indices of the distillation cuts are shown in Table II*

TABLE II TYPICAL BATA OBTAINED BT THE FRACTIONAL DISTILLATION OF THE HETHXL ESTERS OF THE FATTY ACIDS CONTAINED IN A GLYCERIDE FRACTION TAKEN FROM THE SOLVENT EXTRACTOR

Number

Weight

th

TJ

*

P

0.98 gm.

137°C.

186°C.

220°C.

2 mm.

1.4333

AG02

1.10

132

186

ppo

2

1.4384

AG03

1.58

131

186

221

2

1.4412

AGO*

1.41

132

187

222

2

1.4422

AG05

1.40

13S

189

225

2

1.4422

AG06

1.27

138

188

230

2

1.4423

AG07

1.25

143

190

231

2

1.4422

AG08

1.26

144

190

228

2

1.4422

AG09

1.12

145

191

230

2

1.4421

AGOIO

1.23

144

194

234

2

1.4421

AGOll

1.09

132

197

235

2

1.4419

AG012

•47

130

200

240

2

1.4418

Holdup

•60

Residue

•41

AGOl

45

Index of Refraction at

Number

Fraction Number

Veight

Fraction Weight

45°C. for Sodium Light

Head Temperature

Pressure in millimeters of

Jacket Temperature

Mercury

Pot Temperature

In this nay, the methyl eaters prepared from the 34 glyceride fractions obtained by the solvent extraction of the olive oil sample were divided into 360 ester fractions*

She data obtained daring the distillation

of the esters prepared from the 34 glyceride fractions nay be found in the appendix* 4*

Analysis of the Ester Fractions The refractive index measurements of the distillation cuts

were made with an Abbe Refractometer*

All readings nere made at 45°

centigrade + *1° by circulating water from a thermostatically controlled bath through the instrument*

Several readings nere made

and the average of these values taken as the refractive index of the liquid* The iodine values of the esters were determined by the Vljs method as described in the Methods of Analysis - A.O.A.C.

(30) •

The thiocyanogen values were found by using a 0.1 H solution of thiocyanogen reagent with a 24 hour absorption time and with' a 100 to 150 per cent excess of reagent*

The preparation of the reagent is

dependent upon the reaction of lead thiocyanate with bromine*

Since

thiocyanogen is unstable in the presence of moisture, anhydrous acetic acid must be used as a solvent*

The lead salt is likewise unstable

and consequently must be made up fresh for best results* The lead thiocyanate was made by dissolving 250 grams of neutral lead acetate (Fb (^000)2*30^0) in 500 milliliters of water and 250 grams of potassium thiocyanate in the same quantity of water*

The lead acetate solution was added slowly, with constant stirring, to the potassium thiocyanate solution and the precipitate of lead thiocyanate allowed to settle*

The supernatant liquid was decanted

through a Buchner filter and the precipitate washed several times with water by decantation.

The lead thiocyanate was transferred to

the filter and washed several more times with water.

To hasten the

drying of the salt, it was washed with two successive portions of 95 per cent ethanol and then with ethyl ether.

After removing as

much liquid as possible with suction, the lead thiocyanate was placed on a watch glass and dried in a vacuum desiccator over phosphorus pentoxide far 10 days.

The resulting material was white with a very

slight tint of green and was crystalline. Although there are several common methods of preparing dry acetic acid, the most convenient method employs the use of acetic anhydride as the dehydrating agent.

The anhydrous acid employed in

this work was made by refluxing two liters of glacial acetic acid with 100 milliliters of acetic anhydride for three hours.

When cool,

the acid was stored in clean, dry, glass stoppered bottles until ready to be used. The preparation of a 0.1 N thiocyanogen solution was per\ \

formed in the following ways

25 grams of the lead thiocyanate were

suspended in a 2 liter round-bottom flask containing 600 milliliters of anhydrous acetic acid.

Into the neck of the flask was fitted a

stopper carrying a mechanical stirrer and a dropping funnel.

Two

and fifty-five hundredths milliliters of bromine dissolved in 200

■HULlltere of the dry acid were poured into the dropping funnel and then allowed to drop Into the acid containing the suspended lead thiocy&nate.

The bromine-acid mixture was newer added faster than it

was used up in the reaction.

When all the bromine had been run in,

the dropping tube was rinsed out with 200 milliliters more of the add. After the reaction had been completed, as shown by the disappearance of a brown color from the mixture, the contents of the flash were filtered by suction through a Buchner filter. As soon as this filtration was completed, the same filter was fitted to a second, clean, dry suction flask and the thiocyanogen reagent refiltered. This produced a clear, sparkling solution of thiocyanogen which was placed in clean, dry, brown, glass-stoppered bottles and stored in a constant temperature cabinet maintained at 21° centigrade. For the determination of a thiocyanogen value, a sample weighing from 0.1 to 0.3 gram was placed in a glass-stoppered flask of the type employed for iodine number determinations.

The size of the

sample was regulated so that upon addition of 20 milliliters of the reagent from a pipette, the excess reagent would be between 100 to 150 per cent.

It is quite imperative to keep the excess reagent

between these limits, otherwise the values will be erroneous.

After

addition of the reagent, the flasks were stored in a refrigerator at 21° centigrade and allowed to stand for 24 hours. At the end of this period, the flasks were taken from the refrigerator and 1 gram of dry, powdered potassium iodide added, heeding the precautions noted by Kass, Loeb, Norris end Burr (31). After swirling the contents of the flask for 2 minutes, 30 milliliters of water were added and the flask

shaken again.

The liberated iodine was then titrated using 0.1 W

sodium thiosulfate solution and starch indicator.

Teo blanks were

usually run with the samples following the same procedure except that the flasks were shaken for 3 minutes after adding the potassium iodide.

Fresh reagent was prepared

determinations were being performed.

every

third day while these

This practice was followed

since the thiocyanogen reagent will give erratic results after it begins to decompose. The thiocyanogen values are calculated in the same manner as the iodine values.

The formula can be stated as followsj

T.T. =

(blank titration - titration of sample) x (K.F. of NagSgOj) * .1269 x j_qO Weight of sample The composition of a mixture of unsaturated fatty acids or / their esters can be calculated if the thiocyanogen and iodine value of the mixture are known.

In the method originally proposed by Kaufmann

(32), the theoretical thiocyanogen values of oleic acid and linoleic acid were employed in the derivation of the formulas used in the calculation of the composition of mixtures of unsaturated acids, llore recently, however, it has been shown that when thiocyanogen adds to the double bonds of a fatty acid it does so to a greater extent than can be explained by theory.

Consequently, empirical values must

be substituted in place of theoretical values in deriving the formulas used in calculating the composition of mixtures of unsaturated acids.

The empirical values of methyl oleate and linoleate suggested by Riemenschneider, Swift, and Sando (33), which correspond very closely

25

to the average of the values taken from the literature, have been employed in calculation of the composition of the mixtures of unsaturated methyl esters in this research.

The theoretical iodine

values irere used in all cases in the calculations since the theo­ retical and actual values of the pure esters correspond very closely* For the calculation of the composition of the ester mixtures, the following iodine and thiocyanogen values were employed:

Theoretical Iodine Value (I.V.) Methyl Linoleate (MeL) Methyl Oleate (MeO)

Thiocyanogen Value (T.V.)

172*4

89*4

85.6

85.6

0.0

0.0

Esters of Saturated Acids (S)

Three equations can be set up using these values* 1.

MeL t MeO + S = 100

2.

172*4 MeL + 85.6 MeO = 100 I.V.

3.

89.4 MeL + 85.6 MeO = 100 T.V.

These equations are:

Since S (Esters of Saturated Acids) has no iodine or thiocyanogen value, it is not necessary to enter it into equations 2 or 3*

It remains

only to solve equations 2 and 3 for MeL and MeO in terms of I.V. and T.V. First, subtract 3 from 2

4.

83.0 MeL = 100 (I.V. - T.V.) or MeL = 1.205 (I.V. - T.V.)

Second, substitute value of MeL in equation 3j giving

89.4 ' 1.205 (I.V. - T.V.) + 85.6 MeO s 100 T.V. 107.7 I.V. - 107.7 T.V. + 85-6 MeO = 100 T.V. 85.6 MeO = 207.7 T.V. - 107.7 I.V. 5.

MeO - 2.426 T.V. - 1.258 I.V.

The three equations employed in calculating the composition of the ester mixtures are*

6. % MeL » 1.205 (I.V. - T.V.) 7. % MeO = 2.426 T.V. - 1.258 I.V. 8. % S = 100 - (% MeL + % MeO) With these formulas the amount of each unsaturated ester present in the individual distillation cuts was determined.

The

difference between the total quantity of esters present and the amount of unsaturated esters was taken as the amount of saturated esters in the mixture.

The method for determining the saturated

esters was based on the component acids in olive oil.

Hilditch (11)

lists the following acids as constituting the glycerides of this oil. Palmitic acid Stearic acid Oleic acid Linoleic acid

- 9.4 per - 2.0 per - 84*5 per - 4*0 per

cent cent cent cent

Consequently, the saturated portion of the distillation cuts must be made up of the methyl esters of palmitic or stearic acids or possibly both.

Althouse (34) and Wyman and Barkeribus (35) have shown

that the methyl esters of these fatty acids can be separated by distillation. In the distillation of the methyl esters obtained from the

fatty acids of the solvent extraction fractions, separation was effected.

In some cases, the separation was better than in others*

However, at all times the separation was of such extent that the quantity of each ester could be estimated with a fair degree of accuracy*

To check this accuracy, a formula was devised to calcu­

late the refractive indices of the ester fractions and the calcu­ lated values compared with the values determined with the Abbe refractometer•

The formula follows:

(% Me*01eate x n Me. Linoleate) +•

Me. Oleate) + (% Me* Linoleate x n ^ Me. Palmitate x n ^ He Palmitate) +

(% Me. Stearate x n ^ He. Stearate) * n ^ Mixture The quantity of each ester in each distillation cut had previously been determined from the iodine and thiocyanogen values and the distillation data*

These values are shown in .Tables III to

LXX. The refractive indices of the pure methyl esters were taken from data obtained by Althouse (36) • It was found that in most cases the refractive indices calculated by this formula corresponded remarkably well with the values of the distillation cuts determined with the refractometer*

In Tables LXXII to LXXXI7 are shown the

indices experimentally found with the refractometer and the calculated values.

The fact that this method of checking the experimental values

can be employed with validity is based upon the findings of Althouse (36) that a linear relation exists between the refractive indices of two adjacent members of the esters of the naturally occurring fatty acids containing even numbered carbon chains*

28

TABLE III COMPOSITION OF THE ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-1 AND 0-2

Number

D

I.V.

T.V.

Per Cent Per Cent Per Cent Metbyl Methyl ,Methyl Linoleate Palmitate Oleate

Per Cent Methyl Stearate

A01

1.4332 16.29 15.27

16.58

1.23

82.19

A02

1.4353 31.77 24.44

19.36

8.83

71.81

A03

1.4433 93.02

81.76

81.49

13.57

4.94

A04

1.4439

96.93

84.61

83.49

14*85

1.66

A05

1.4439 95.35

86.18

89.27

11.05

0.00

0.00

A06

1.443C 94.03

86.13

90.83

9.52

0.00

0.00

!

A07

1.4432 91.77

84.24

88.84

9.07

2.09

A08

1.4431 89.16

85.13

94.53

4.86

0.61

A09

1.4453

82.51 74.85

77.93

7.66

14.41

Number - Fraction Number n ^

- Refractive Index at 45°C. in Sodium Light

I.V.

- Iodine Value by the Wijs Method

T.V.

- Thiocyanogen Value Using 0.1 N Reagent and 24 Hour Reaction Time at 21°C.

I

TABLE IV COMPOSITION OF THE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE SOLVENT EXTRACTION FRACTION 0-3

Number

n

I.V.

T.V.

D

Per Cent Per Cent Per Cent Methyl Methyl Methyl Ole&te Linoleate Palmitate

Per Cent Methyl Stearate

BOl

1.4338 15.66 12.32

10.21

4*02

85.77

B02

1.4359 34.71 30.20

29.66

5.44

64.90

B03

1.4430

89.20 72.52

63.85

' 20.10

16.05

BOA

1.4440

96.76

85.46

85.76

13.62

0.62

B05

1.443S 94.71

81.90

79.70

15.44

4*86

B06

1.4438 94.71 82.86

82.03

14.28

3.87

B07

1.4432

90.03

79.95

80.85

12.15

7.00

BOS

1.4432

85.73

78.12

81.82

9.17

9*01

B09

1*4470

85.82 77.36

79.86

10.19

9.95

TABLE V COMPOSITION OF THE ESTER FRACTIONS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION TRACTIONS 0-4 AND 0-5

limber

a

Par Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Ole&te Linoleate Palait&te Stearate

I.V.

T.V*

C01

1.4331 16.53

17.46

19.13

1.27

79.60

C02

1.4329

13.43 12.26

12.92

1.38

85.70

003

1.4362 40.15 38.00

41.75

2.59

55.66

004

1.44U

77.24 69.74

72.15

9.03

16.82

005

1.4425

65.22 76.76

79.16

10.19

10.66

006

1*4437 91.11

66.22

95.56

4.63

0.00

0*00

C07

1.4436 93.40

86.44

94.23

5.92

0.00

0.00

COS

1.4436 90.66

66.23

95.31

5.34

0.00

0.00

C09

1.4436 69.27

86.33

97.31

3.54

0.00

0.00

C010

1.4440 89.17

82.02

66.96

8.62

4.42

C011

1*4460 75.60

62.24

56.00

16.10

27.90

"

[ t;-

TABLE VI COMPOSITION OF SEE ESTER FRACTIONS OBTAINED BI TBE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTX ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION TRACTIONS 0-6 AND 0-7

Number

n 65 D

I.V.

T.V.

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate Palmitate Stearate

DOl

1.4533 22.53 21.05

22.76

1.78

75.46

D02

1.4528 14.46 10.73

7.85

4.49

87.66

D03

1.4388

59.40

51.28

49.78

9.79

40.43

D04

1.4430 90.75

88.43

88.21

11*88

0.00

D05

1.4435 96.13

84.33

83.81

14*22

1.97

D06

1*4438 96.67 83.02

79.95

16.45

3.60

D07

1.4438 90.12

79.77

80.30

12.47

7.23

DOS

1.4434 91.92

82.50

84.66

11.35

3.99

D09

1.4432 90.48

86.28

95.66

5.06

0.00

DOIO

1.4430 88.05

80.87

85.58

8.65

5.77

DO11

1.4435 86.52

77.77

79.97

10.55

9.48

0.00

0.00

32

ZABLE VII COMPOSITION OF the est er fractions obtained b t t h e fractional DISTILLATION OF THE METHZL ESTERS OF THE FATTX ACIDS CONTAINED nr THE OOUBINED solvent EXTRACTION FRACTIONS 0-8, 0-9 AND 0-10

Number

n **

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate Palmitate Stearate

I.?.

T.V.

E01

1*4329 16.42

15.81

17.73

0.74

81.53

£02

1.4322 12.69 12.35

14.02

0.41

85.57

£03

1.4379

51.56 47.80

51.20

4.53

44.27

BOA

1.4429 89.08

86.18

97.18

3.49

0.00

£05

1.443S 91.33

82.82

86.19

10.25

3.56

£06

1.4438 94.20

85*40

88.84

10.60

0.56

£07

1.4436 97.96 89.33

88.65

10.40

0.05

EOS

1.4432 91.79

82.68

85.27

10.98

3.75

E09

1.4431 89.49

85.07

93.97

5.33

.70

£010

1.4430 89.34

83.46

90.24

£011

1.4447 84.13 77.90

83.30

7.08 7.51

0.00

2.68 9.19

33

TABLE VIII COMPOSITION OF THE ESTER FRACTIONS OBTAINED BI IBS FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTACTED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-11 AND 0-12

P«r Cent Per Cent Metfayl Bettyl Oleete Linoleate

Per Cent Per Cent Netty! Methyl Palaitate Stearate

Madder

a I . V . D

T.V.

FOX

1.4322 18.58

17.93

20.16

0.78

79.06

F02

1.4326 14.13

13.70

15.49

0.52

83.99

F03

1.4322 10.74

10.26

11.45

0.55

88.00

F04

1.4362 41.91

29.93

19.94

14.43

65.63

F05

1.4430 92.18 74*22

64.23

21.64

14.13

F06

1.4436 94.67 78.09

70.49

19.98

9.53

F07

1.4438 94.77 77.73

69.49

20.54

9.97

F08

1.4437 94.33

80.20

90.75

7.03

F09

1.4434 93.78

64.24

97.35

2.49

F010

1.4432 91.62

83.64

95*03

2.85

3.12

FOll

1.4432

84.42

86*52

2.62

10.86

88.26

0.75 1

1.26

ZABLE XX COMPOSITION OF THE ESTER FRACTIONS OBTAINED BZ THE FRACTIONAL DISTILLATION OF THE METHZL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-13 AND O - U

Number

■i5

1.7.

T.V.

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleete Linoleate Palmitate Stearate

001

1*4321 15.78 15.28

17.25

0.60

82.15

002

1.4323 12.78 12.34

13.88

0.53

85.59

G03

1.4339 21.56 20.00

21.44

1.88

76.68

GOA

1.4397 66.12

58.01

57.66

10.65

31.69

005

1.4436 94-09 79.08

73.63

18.09

8.28

G06

1.4439 98.05

89.37

93.64

6.46

0.00

0.00

007

1.443* 94.71

87.12

91.37

9.15

0.00

0.00

GOB

1.4434 94.00

88.81

95.00

5.25

0.00

0.00

009

1.4431 92.13

90.06

96.77

2.95

0.23

0010

1.4430 90.96

87.78

95.70

3.84

0.46

0011

1.4429

86.26

84.15

95.80

2.54

1.66

0012

1.4432

80. 50 73.99

78.37

7.84

13.79

||g

35

Bf m S P' I*§ ;? P fe eW:' Is TABLE X COMPOSITION OF THE ESTER FRACTIONS OBTAINED BX THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-15 AND 0-16

Number

D

I.V.

T.V.

Per Cent Per Cent Per Cent Per Cent Metlyl Methyl Methyl Methyl Oleate Linoleate Palmitate Stearate

HOI

1.4325 16.99 16.57

18.86

0.50

80.64

H02

1.4324 14.01

13.88

16.07

0.15

83.78

H03

1.4320

8.31

7.99

8.95

0.76

90.29

BOA

1.4407 74.32

62.23

57.59

14*57

27.84

E05

1.4438 95.04

73.10

57.90

26.43

15.67

E06

1.4438 94.86

74.93

62.57

24.02

13.41

H07

1.4437 93.45

85.75

90.64

9.28

0.08

H08

1.4436 92.76 74.94

65.25

21.48

13.27

109

1.4432 90.93

73.34

63.66

21.20

15.14

1010

1.4430 89.28 79.05

79.61

12.32

8.07

BOH

1.4438 82.73

66.77

58.02

19.23

22.75

TABLE XI COMPOSITION OF TEE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-17 AND 0-18

Number

n

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate Palsdtate Stearate

I.V.

T.V.

101

1.4332 21.39

19.69

20.90

2.04

77.06

102

1.4342 27.23

24.67

25.64

3.08

71.28

103

1.4367 44*88

39.91

40.44

5.99

53.57

104

1.4392 63.69 46.20

32.03

21.08

46.89

105

1.4423 84.43

64.32

49.93

24.23

25.84

106

1.4433 91.71

68.68

51.36

27.75

20.89

107

1.4438 93.03

87.92

86.44

13.76

0.00

108

1.4438 93.45

84.51

87.62

10.78

1.60

109

1.4432 92.99

84.05

87.09

10.77

2.14

1010

1.4432 90.97 81.68

83.87

11.20

4.93

1011

1.4433 86.62

83.21

9*00

7.79

D

79.15

0.00

37

TABLE X H O O M P O S m O H OP SHE ESTER FRACTIOUS OBTAINED BZ THE FRACTIONAL DISTILLATION OF THE 1IETBZL ESTERS OF THE FATTY ACIDS CONTAINED IE THE COMBINED SOLVENT EXTRACTION TRACTIONS 0-19 AND 0-20

T.V.

Per Cent Methyl Oleate

Per Cent Methyl Linoleate

U.*5

14*62

16.61

0.27

82.92

1.4323

13.42

13.21

15.19

0.25

84.56

J03

1.4361

55.94

46.45

47.26

9.03

43.71

J04

1.4435

94.42

83.23

83.30

13.49

3*21

J05

1.4437

94.33

68.57

87.36

11.94

0.00

J06

1.4437

94.70

65*20

87.72

11.44

0.84

J07

1.4433

92.70

83.70

86.60

10.84

2.56

JOS

1.4431

90.70

62.95

87.30

9.34

3.36

J09

1.4430

66.33

78.46

80.69

9.49

9.62

J010

1.4430

63.72

75.01

76.80

10.49

12.71

45 “ D

I.V.

J01

1.4326

J02

Number

Per Cent Methyl Palmitate

Per Cent Methyl Stearate

0.00

CABLE XIII

COMPOSITION OP IBS ESTER RUCTIONS OBTAINED BX IBS ERACTIOHAL DISTILLATION OF THE METHIL XSXEBS OF THE FATTT ACIDS CONTAINED nr THE OOHBIHED SOLVENT EXTRACTION RUCTIONS 0-21 AND 0-22

Huaber

n 45 “ D

I.F.

T.V.

Per Cent Per Gent Per Cent Per Gent Methyl Methyl Methyl Methyl Oleete Linoleate Palaitate Stearate

KOI

1*4326 14.74 13.85

15*08

1.07

83.85

K02

1*4322 11.73

11.18

12.39

0.66

86.95

KQ3

1.4361 40.61

34.75

33.28

7.07

59.65

104

1.4432 93.81

81.21

79.15

15.18

5.67

K05

1.4432 93.32

82.83

83.70

12.64

3.66

K06

1.4432 94.08 82.53

82.02

13.92

4.06

K07

1.4432 92.26 82.49

84.21

11.77

4*02

XDS

1.4432 92.24

81.78

82.51

12.61

4.88

109

1*4431 90.10

80.64

82.43

11.40

6.17

K010

1.4430 87.44 79.04

81.90

10.13

7.97



39

TABLE XIV COMPOSITION OF THE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-23 AND 0-24

Ember

I.V.

T.V.

Per Gent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleete Linoleate Palaitate Stearate

LOl

1.4324 13.46 13.13

14*94

0.40

84.66

L02

1.4325

12.85 11.87

12.65

1.18

86.17

L03

1.4377

51.06 48.59

53.75

2.98

43.27

L04

1*4422

86.24 74-50

72.38

14.15

13.47

L05

1.4436 93.64

83.43

84.76

12.31

2.93

L06

1.4435 94*08

83.55

84.49

12.69

2.82

L07

1.4433 92.47

83.37

86.09

10.97

2.94

L08

1.4432 92.34 83*40

86.32

10.77

L09

1.4431 90.68

83.81

2.91 l

L010

1.4430 90.19

L011

1.4429 86.37

82.27

89.40 t 86.28

8.28 9.54

4*18

80.42

86.60

7.17

6.23

2.32

40

TABLE XT COMPOSITION OF THE ESTER INACTIONS OBTAINED BX THE ERACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION ENACTIONS 0-25 AND 0-26

Noaber

n ~

I.V*

T*V*

Per Cent Per Cent Per Gent Per Cent Methyl Methyl Methyl Methyl Oleete Linoleate Palaitate Stearate

N01

1*4323 14*76 14*00

15*43

0.92

83.65

M02

1.4320 11.52

10.58

11.20

1*13

87.67

M03

1.4362 42.03

37.23

37.51

5*59

56.90

M04

1.4420 83*38

74*31

75*52

10.93

13.55

M05

1.4430 91*13 79*74

78.96

13*72

7.32

M06

1.4437 94*73

84*73

86.54

12.05

1.41

107

1.4436 93*87

85*01

88.31

10.67

1.02

108

1*4433 94*01

84*77

87.55

11.23

0.82

109

1*4430 90.73

84*17

90.21

7.90

1.89

1010

1*4430 89*28

82.56

88.14

8.09

3.77

1011

1*4429 85*18 79*61

86.14

6.71

7.15

TABLE XVI COMPOSITION OF THE ESTER INACTIONS OBTAINED BT THE IRACTIONAL DISTILLATION OP THE 1USTML ESTERS OF THE PATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION INACTIONS 0-27 AND 0-2S

Number

■1?

I.V.

T.V.

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Metiyl Methyl Ole&te Linoleate Palnitate Stearate

HOI

1.4327 13.60 13.48

15.62

0.15

84.23

ND2

1.4328 13.50 13.02

14.63

0.58

84.79

H03

1.4375

61.80 44.08

29.26

21.35

49.39

BOA

1.4419

81.70 73.60

75.91

9.76

14.33

N05

1.4430 90.15 79.75

80.21

12.53

7.26

N06

1.4432 92.52

83.16

85.51

11.28

3.21

N07

1.4434 88.58

80.59

84.23

9.63

6.14

N08

1.4433

89.35

82.09

86.91

8.75

4.34

N09

1.4430 90.79

83.08

87.50

9.30

3.20

B010

1.4430 88.03

81.48

87.09

7.90

5*01

N011

1.4430 82.54 76.91

82.90

6.78

10.32

TABLE I ? n COHPOSITZOH OP TBS ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-29 AND 0-30

Number

n*5 D

Per Cent Per Cent Per bent Per Cent Methyl Methyl Methyl Methyl Oleete Linoleate Palaitate Stearate

I.V.

T.V.

001

1*1328 13*19

12.97

11*90

0.26

8l.8l

002

1*1320 10*83

10*28

11*31

0.66

88*00

003

1*1319 15*20

10*13

11*29

5*75

52.96

001

1*1130 91*16

81*62

90.77

7.88

1*35

00$

1*1133 97.56

83.76

80.62

16*63

2.75

006

1*1131 91*21

81.95

87.73

11.16

1.11

007

1*1132 92.98

81*23

87.53

10.51

1.93

008

1*1130 92*08

81.05

88.23

9.68

2.09

009

1*1130 91*51 83.71

88.08

9*11

2.18

0010

1*1130 90.28

83.35

88.80

8.35

2*85

0011

1*1128 85.90 79.99

86.15

7.12

6.73

TABLE X V H I COMPOSITION OF THE ESTEl FRACTIONS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHZL ESTERS OF THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0*31 AND 0-32

Cl

Number

I.V.

T.V.

Per Cent ■ethyl Oleete

Per Cent ■ethyl Linoleate

Per Cent ■ethyl Palmitate

Per Cent ■ethyl Stearate

P01

1.4322

11.61

11.04

12.20

0.69

87.11

P02

1*4331

18.85

16.27

15.79

3.10

81.11

P03

1*4402

71.08

62.87

63.22

9.89

26.89

P04

1.4432

93.35

83.01

84*10

12.46

3.44

P05

1*4434

95.78

85.10

86.12

12.86

1.02

P06

1.4433

94.34

84*48

86.43

11.88

1.69

P07

1.4432

94.03

84.23

86.22

11.81

1.97

FOS

1.4432

93.32

84-59

87.98

10.52

1.50

P09

1.4431

93.33

83.92

86.34

11.34

2.32

P010

1.4430

91.45

83.50

87.68

9.58

2.74

pon

1.4428

87.90

77.73

78.13

12.26

9.61

ZABLE XZZ COMPOSITION Of SHE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION 07 THE METHYL ESTEBS 07 THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-33 AND 0-34

NuMber

n

Per Cent Per Cent Per Cent Per Cent I.V. T.V. Methyl Methyl Methyl Methyl ________________ Oleate Linoleate Palaitate Stearate

001

1.4351 31.48 28.96

30.71

3.03

66.26

002

1.4350 31.11

28.11

29.11

3.62

67.27

003

1.4402 70.63

63.77

65.97

8.27

25.76

004

1*4408 74-34 66.47

67.87

9.4«

22.65

005

1.4431 91.85

82.34

84*36

11.46

4*18

006

1.4433 94.00 84.02

85.73

12.03

2.24

007

1.4431 92.45

84*12

87.94

10.04

2.02

008

1.4430 91.96 83.77

87.70

9.87

2.43

009

1.4430 89.82

82.38

87.02

8.96

4.02

Q010

1.4428 87.33

80.51

85.61

8.22

6.17

0011

1.4434 80.87 75.15

80.68

6.89

12.43

45

TABLE XX COMPOSITION OF THE ESTES IBACTXONS OBTAINED BI THE FRACTIONAL

DISTILLATION OF THE METHYL ESTERS OF THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION TRACTIONS 0-35 AND 0-36

Number

D

I.V.

T.V.

Per Cent Per Cent Methyl Methyl Linoleate Oleete

Per Cent Methyl Palmitate

Per Cent Methyl Stearate

ROl

1.4362

38.71

34.38

34.77

5.22

60.01

R02

1.4405

71.31

62.67

62.45

10.41

27.14

R03

1.4410

76.12

68.63

70.86

9.02

20.12

BOA

1.4413

80.43

69.59

67.77

13.06

19.17

H05

1.4412

80.03

70.04

69.30

12.10

18.60

R06

1.4391

63.32

55.07

54.05

9.95

36.00

R07

1.4422

88.25

76.49

74*63

14*17

11.15

R08

1.4432

94.69

82.49

81.16

14.70

4.14

R09

1.4432

95.64

80.15

74*28

18.67

7.05

R010

1.4432

94.93

82.52

80.92

14.95

4.13

R011

1.4432

94.25

82.33

81.32

14.36

4.32

R012

1.4431

92.97

81.84

81.74

13.40

4*66

I

ZABLE ZZZ

COMPOSITION OF THE ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED XH THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-37 AND 0-38

Number

I.V.

Per Cent Per Cent Per Cent Methyl Methyl Methyl Linoleate Palmitate Oleate

T.V.

Per Cent Methyl Stearate

SOI

1*4336 20*47 19.71

22.11

0.92

76.97

S02

1*4378 51.00 46.87

49.64

4-98

45.38

S03

1*4406 72.41

65.58

68.13

8*23

23.64

S04

1*4418 81*55

73.77

76.52

9.38

14*10

S05

1.4421

83.17 76.17

80.31

8*44

11.25

S06

1*4412 78.95 71.11

9.44

17.23

307

1.4431 90.04 82.78

73.33 1 87.70

9.20

3.10

S08

1*4432 91.70 84*00

88.59

9.28

2*13

S09

1*4431 90*58

83.87

89.68

8.09

2.23

S010

1.4431 90.88

83.50

88*40

8.89

2.71

S011

1.4431

89.06

82.39

88.02

8.03

3.95 .

I

TABLE XXII COMPOSITION OF THE ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-39 AND 0-40

Number

n

I.V.

T.V*

®

Per Cant Par Cant Methyl Methyl Oleate Linoleate

Par Cant Methyl Palaitate

Par Cant Methyl Stearate

T01

1*4365

43.51

40.14

42.72

4*06

53.22

T02

1*4392

63.22

57.44

59*92

6.96

33.12

T03

1*4406

72.91

66.91

70.73

7.23

22.04

T04

1*4411

77.46

70.83

74*65

7.99

17.36

T05

1*4415

79*43

73.33

78.13

7.35

14.52

T06

1*4418

82*79

76.00

80.37

8.18

11.45

T07

1.4401

70.77

65.04

68.88

6.91

24.21

TOS

1*4425

87.76

79.90

83-59

9.47

6.94

T09

1*4430

90.12

83.40

89.12

8.09

T010

1.4431

90.76

83*07

87.51

9.36

3.13

T011

1*4431

90.21

83.74

89.83

7.79

2.38

T012

1*4430

89.84

83*85

90.56

7.22

2.22

2.79

A*

TABLE m i l COMPOSITION OF THE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHZL ESTERS OF THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-41 AND 0-42

funber

Far Gent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Llnoleate Palndtate Stearate

I.V.

T.V.

U01

1.4320 31.61

30.05

33.19

1.88

64.93

002

1.4361 48.98 45.18

48.07

4.56

47.35

003

1.4393

63.51

58.60

62.38

5.92

31.70

004

1.4406 71.59

65*61

69.24

7.21

23.55

TJ05

1.4392

57.56

62.25

4.91

32.84

006

1.4416 80.04 73.34

77.37

8.08

14.55

007

1.4422 83.64

77.49

82.92

7.41

9.67

DOS

1.4429

86.45

79.54

84.36

8.32

7.32

009

1.4429

87.85

80.69

85.18

8.74

6.08

0010

1.4430 89.85

81.75

85.45

9.76

4.79

0011

1.4432 89.42

83.68

90.68

6.92

2*40

0012

1.4432 89.34

82.16

87.09

8.65

3.26



1?

61.65

table

m r

COMPOSITION OF IRE ESTER FRACTIONS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHIL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-43 AND < M 4

Number

-If

Par Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate PaImitate Stearate

1.7.

T.7.

VOl

1.4361 34-97

33.70

37.83

1.54

60.63

V02

1.4408 71.12

66.06

70.92

6.10

22*98

V03

1.4389

58.18

55.55

61.72

3.17

35.11

V04

1*4416 77.99

72.55

78.03

6.56

15.41

V05

1.4423 82.09

77.83

85.70

5.13

9.17

706

1*4421

81.10

75.54

81.38

6.70

11.92

707

1*4422

81.35

76.60

83.64

5.73

10.63

70S

1*4429 84.86 78.40

83.59

7.79

8.62

709

1.4429 85.46 79.98

86.68

6.60

6.72

VOID

1.4432

87.70

81.92

88.57

6.97

4.46

7011

1.4438 87.5«

81.61

87.97

7.19

4.84

TABLE XX? COMPOSITION OF THE ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-45 AND 0-46

Number *

1?

I.V.

T.Y.

Per Cant Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Linoleate Palaitate Stearate Oleate

101

1.4373 43.01 44-16

46.82

4.64

48.54

102

1.4404 71.32

64.95

67.97

7.68

24.35

103

1.4410 74.16

67.42

70.39

8.12

21.49

104

1.4414

76.51 70.44

74.77

7.31

17.92

105

1*4419

81.45 74.52

78.45

8.35

13.20

106

1.4422 83.43 76.09

79.78

8.84

11.38

107

1.4421

83.22 76.22

80.37

8.43

11.20

IDS

1.4429

88.42

81.16

85*82

8.75

5.43

109

1.4429

88.85

81.76

86.74

8.54

4.72

1010

1.4430

88.62

81.11

85.45

9.05

5.50

TABLE XXVI COMPOSITION OF THE ESTER 1BACTX0E5 OBTAIHED BT THE 7BACTI0RAL DISTIUATIOH OF THE METHYL ESTERS OF THE FATTT ACIDS CONTAIHED IE THE COMBIEED SOLVEET EXTRACTIOI FRACTIOUS 0-47 AED 0-48

lumber

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate Palnitate Stearate

1.7.

T.V.

XD1

1*4392 62*05

56.98

60.28

6.11

33-61

102

1-4398 64*97

60.23

64-50

5-71

29-79

103

1*4406 70.84 65-04

68.79

6.99

24.22

IDA

1-4412 76.47 70.26

74-38

7.49

18.13

105

1-4419 82*02

75-05

79-04

8.39

12.57

106

1*4422 85-50

78.18

82*26

8.81

8.93

107

1-4429 86-67

79-11

83*04

9.11

7.85

IDS

1*4432 88-76 81.08

85-19

9-26

5-55

XD9

1-4430 89.17

86*23

8.98

a *5 D

81.72

4.79 i

XD10

1-4431 86-89

80.77

86.80

7.37

5-83

52

TABLE XXVII COMPOSITION OF THE ESTER TRACTIONS OBTAINED BI TEE FRACTIONAL DISTILLATION OF THE METHTL ESTERS OF THE FATTI ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION TRACTIONS 0-49 AND 0-50

Nooiber

;

n & D

I.V.

T.V.

Per Cent Methyl Oleate

Pear Cent Methyl Linoleate

Per Cent Methyl Palnitate

IOX

1.4381

52*48

48.93

52.78

4*28

42.94

102

1.4380

53.37

48.91

51.61

5.37

43*02

103

1*4406

72*45

66*65

70.68

6.99

22.33

104

1*4411

77.54

72*42

78.29

6*17

15*54

105

1.4414

78.68

72.56

77.19

7.38

15*43

106

1.4419

82*58

75.91

80*42

8.04

11.54

107

1*4420

83*11

76.77

81*83

7.64

10*53

108

1*4421

82.95

76*86

82*25

7.33

10*42

109

1*4422

85.06

76.67

79.14

10*11

10.75

1010

1.4427

86.62

78.19

80.87

10*16

8.97

TOU

1.4428

87.85

78.71

90*58

11*01

0.00

1012

1*4431

88.36

80.00

83.07

10.07

Per Cent Methyl Stearate

0.00 6.96

CABLE x m x i COMPOSITION OF THE ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IV THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-51 AND 0-52

•If

1.7.

T.7.

Per Cent Methyl Oleate

Per Cent Methyl Linoleate

201

1.4390

59.93

54.18

56.15

6.93

36.92

Z02

1.4393

63.50

57.63

60.03

7.08

32.89

203

1.4382

54.02

48.62

50.09

6.50

43.41

204

1.4400

68.87

61.68

63 . U

8.67

28*22

205

1.4408

72.66

65.53

67.57

8.60

23*83

Z06

1.4410

74.93

67.29

69.11

9.21

21.68

207

1.4415

80.18

71.97

73.88

9.90

16.22

203

1.4420

83.33

75.62

78.14

9.89

11.97

Z09

1*4426

86.80

77.87

79.87

10.76

9.37

Z010

1.4426

86.46

77.88

80.32

10.33

9.35

2011

1.4428

87.35

79.26

82.55

9.75

7.70

2012

1.4429

87.60

79.87

83.71

9.32

6.97

Vunber

Per Cent Methyl Falaitate

Per dent Methyl Stearate

TABLE 2XIX COMPOSITION OF THE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0>53 AND 0-54

Number

Per Cent Per Cent Per Cent Methyl Methyl Methyl Oleate Linoleate Palnit&te

Per Cent Methyl Stearate

I.V.

T.V.

AA01

1.4359 36.47

33.83

36.25

3.18

60.57

AA02

1.4388

59.54

54.83

58.22

5.68

36.10

AAQ3

1.4388

59.60

55.11

58.82

5.41

35.77

AA04

1.4406 72.58

67.68

73.01

5.91

21.08

AA05

1.4410 77.03

71.12

75.77

7.12

17.11

AA06

1.4419 82.93 76.98

82.57

7.17

10.26

AA07

1.4421

84.96 78.65

84.08

7.61

8.31

AAOS

1*4422 85.93

80.18

86.57

6.93

6.50

AA09

1.4423 85.66 79.71

85.77

7.17

7.06

AA01O

1.4424 85.63

79.92

86.32

6.88

6.80

AA011

1.4425 86.32

80.94

87.92

6.49

5.59

AA012 1.4427 85.59

80.23

87.12

6.47

6.41

ZABLE XXX

COMPOSITION OF THE 1STSI FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0*55 AND 0-56

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Linoleate Palaltate Stearate Oleate

a 45 D

I.V.

T.V.

AB01

1.4583

54.17

50.27

53.91

4.69

41*40

AB02

1.4393

62.28

57.97

62*40

5*20

32.40

AB03

1.4394 63*51

59.39

64.30

4.97

30.73

AB04

1*4402 71.03

65.57

69.84

6.58

23.58

AB05

1*4402 70.17

65.66

71.15

5.43

23.42

AB06

1*4402 70.95

66.44

72.05

5.43

22.52

AB07

1*4410 76*46 71.10

76.44

6.45

17.11

AB08

1.4415 78.29 73.01

78.83

6.36

14*81

AB09

1*4420 82.10 77.24

84.26

5.86

9.88

AB010

1*4422

84.70 78.68

84.47

7.25

8.28

AB01X

1*4425

86.33

83.93

95.18

2.89

1.93

ABO12

1*4429

84.48 79.06

85.68

6.53

7.79

Number

TABLE XXXI COMPOSITION OF THE ESTER FRACTIONS OBTAINED BI THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-57 AND 0-5®

Number

Per Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate P&Lnltate Stearate

I.V.

T.V.

AC01

1.4384 57.29

53.68

58.26

4.35

37.39

AC02

1.4403 71.13

66.99

73.17

4.99

21.84

AC03

1.4410 74.49

70.12

76.54

5.27

18.19

AC04

1.4409 73.40

69.04

75.29

5.26

19.45

AG05

1.4412 77.59 72.82

79.19

5.75

15*06

AC06

1.4416 78.57 74*70

82.53

4.67

12.80

AC07

1.4418 80.28 75.62

82.61

5*62

U.77

AC08

1.4419 82.03 77.05

83.87

6.00

16.07

AC09

1.4421

83.68 79.15

86.91

5.45

10.13

AC010 1.4428

84.88

80.03

87.53

5.84

6.63

AC011

83.50 78.65

85.91

5.85

8.24

1.4425

TABLE r o i l COMPOSITION OF THE ESTER FRACTIONS OBTAINED B Y THE FRACTIONAL DISTILLATION OF THE METHTL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-59 AND 0-60

n 45 D

I.V.

T.V.

Per Cent Methyl Oleate

Per Cent Methyl Linoleate

AD01

1.4391

61.56

57.98

63.33

4.31

32.36

AD02

1.4392

62.20

58.46

63.69

4.51

31.80

AD03

1.4400

65.59

58.95

60.61

8.01

31.33

AD04

1.4401

63.96

65.25

71.67

4.47

23.86

AD05

1.4409

73.43

68.79

74.64

5.59

19.77

AD06

1.4412

76.34

72.38

79.07

5.37

15-56

AD07

1.4418

80.19

75.96

83.55

5.10

11.35

AD03

1.4420

82.78

77.80

84.76

6.00

9.24

AD09

1.4421

84.26

79.47

86.95

5.77

7.28

AD010

1.4422

85.72

80.12

86.69

6.75

6.56

AD011

1.4423

85.68

80.40

87.42

6.36

6.22

Number

Per Cent Methyl Palnitate

Per Cent Methyl Stearate

58

TABLE

m i l l

COMPOSITION OP THE ESTER FRACTIONS OBTAINED B T THE FRACTIONAL DISTILLATION OF THE UETHZL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-61 AND 0-62

45 ■ D

I.V.

T.V.

Per C*nt Methyl Oleate

Per Cent Methyl Linoleate

AB01

1.4377

50.98

48.16

52.80

3.40

43.80

AE02

1.4401

69.48

65.65

71.98

4*61

23.41

AE03

1*4407

73.04

69.03

75.71

4.83

19.46

AE04

1.4410

74-28

70.90

78.70

4*08

17.22

AE05

1.4408

73.29

68.69

74.58

5.66

19.76

AB06

1.44U

78.13

73.80

80.89

5.22

13.89

AE07

1*4410

82.17

78.25

86.62

4*72

8.66

AB08

1.4420

83.09

78.59

86.29

5.42

8.29

AE09

1*4422

83.24

78.34

85.49

5.90

8.61

ABO10

1.4422

85.56

79.24

84.75

7.62

7.63

ABOU

1.4422

83*62

79.14

86.95

5-40

7.65

AE012

1*4422

83.76

78.17

84.42

6.74

8.84

Nunbar

i

Per Cent Methyl Palaitate

Per Cent Methyl Stearate

TABLE XXXIV COMPOSITION OF THE ESTER FRACTIONS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHEL ESTERS OF THE FATTT ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-63 AND 0-6*

Number

D

I.V.

AF01

1.4378

AF02

1.4403 71.53

AF03

T.V.

P«r Cent Per Cent Per Cent Per Cent Methyl Methyl Methyl Methyl Oleate Linoleate Palnitate Stearate

51.84 48.01

51.35

4.62

44.03

07.37

73.58

5.01

21.41

1.4399

66.98 62.81

68.24

5*02

26.74

AF04-

I.44OS

74-60 70.18

76.55

5.32

18.13

AF05

1.4413 78.55

73.71

80.15

5.83

14*02

AF06

1.4413

77.56 73.26

80.30

5.17

H.53

AP07

1.441S

81.65 76.27

82.46

6.48

11.06

AF06

1.4420

83.57 78.26

84.88

6.40

8.72

AP09

1.4421

84.16 78.24

84.08

7.13

8.79

AF010

1.4420

83.69 77.96

83.99

6.91

9.10

AF011

1.4420

81.76 77.19

84.55

5.51

9.94

AF012

1.4420 78.65

74.18

81.16

5.38

13.46

TABLE XXXV GOHPOSmOB OF THE ESTER FRACTIONS OBTAINED BY THE FRACTIOHAL DISTILLATION OF THE METHYL ESTERS OF TEE FATTY ACIDS CONTAINED XX THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-65 AMD 0-66

Number

D

I.V.

T.V.

Per Cent Per Cent Per C*nt Methyl Methyl Methyl Oleate Linoleate Palm3tate

Per Cent Methyl Stearate

AG01

1*4333 20.90 18.17

17.82

3*29

78.89

AG02

1*4384

56.91

53*16

57.48

4*52

38.00

AG03

1.4412 78.13

73.30

79*68

5.82

14.50

AG04

1*4422

84*79

79.55

86.48

6.31

7.21

AG05

1*4422

85.70

80.49

87.61

6.28

5.59

AG06

1*4423

86.10 81.92

90.58

5.04

4.38

AG07

1*4422

85.28 81.19

89.84

4-93

5.23

AGO8

1*4422

84*17 78.85

85.56

6.41

8.03

AG09

1*4421 82.86 77.70

84.4I

6.22

9.37

AG010

1*4421 80.03

75*99

83.82

4*87

11.31

AG011

1*4419

77.09

73*11

80.52

4*79

14*69

AG012

1*4417 72.34

68.21

62.46

4*98

32*56

CABLE XXXVI COMPOSITION OF TEE ESTER FRACTIONS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN TEE COMBINED SOLVENT EXTRACTION FRACTIONS 0-67 AND 0-68

Number

D

I.V.

T.V.

Per Cent Methyl Oleate

Par Cent Per Cent Per Cent Methyl Methyl Methyl Linoleate Palmltate Stearate

AH01

1.4339

23.39

21.67

23.19

2.07

74.74

AH02

1.4397

65.01

61.28

67.00

4.50

28.50

AH03

1 .4418

79.37

76.07

84.84

3.98

11.18

AH04

1.4422

84.34

80.25

88.75

4.93

6.32

AH05

1.4422

84.36

80.16

88.50

5.06

6.44

AH06

1.4422

83.97

80.06

88.75

4.71

6.54

AH07

1.4421

83.03

79.07

87.53

4.77

7.70

AH08

1.4420

80.66

76.96

85.39

4*46

10.15

AH09

1.4418

76.24

72.54

80.21

4.46

15.33

AH010

1.4420

69.49

63.80

67.48

6.86

25.66

TABLE XXXVII COMPOSITION 07 THE DISTILLATION COTS OBTAINED B7 THE FRACTIONAL DISTILLATION OF THE METHTL ESTERS OF THE FATTZ ACIDS CONTAINED IN SOLVENT EXTRACTION TRACTIONS 0-1 AND 0-2 AND THE PROBABLE NATORE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palmitate

Wt. Me. Stearate

A01

1*03 gms.

0.17 gut.

0.01 ga.

0.35 gm.

A02

1*17

0.23

0.10

0.34

A03

2.00

1.63

0.27

0.10

A04

1.21

1.01

0.13

0.02

A05

2.04

1.32

0.23

A06

3.33

3.02

0.32

A07

2.36

2.10

0.21

0.05

AOS

1.12

1.06

0.05

0.01

A09

0.97

0.76

0.07

0.14

Holdup

1.56

1.22

0*12

0.22

13.02

1.56

Total Mole Ratio

.005

.044

Common Ratio

44

5

Glycerides calculated from the ratios 1 7 5 6

part dioleostearin parts dioleopalnitin parts linoleodiolein parts triolein

1.31

0*42 .001

.007 7

1

TABLE XXXVIII COMPOSITION OF THE DISTILLATION CUTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHIL ESTERS OF THE FATTX ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTION 0-3 AND THE PROBABLE NATURE AND QUANTITY OF THE GLTCERIDES FOUND IN THIS FRACTION

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palmitate

Wt. Me. Stearate

B01

1.02 gas.

0.10 ga.

0.04 ga.

0.87 ga.

B02

0.71

0.21

0.04

0.46

B03

0.75

0.43

0.15

0.12

BOA

1.91

1.64

0.26

0.01

B05

1.28

1.02

0.20

0.06

BO 6

3*4.1

2.79

0.49

0.13

B07

1.37

1.10

0.17

0.10

BOB

0.59

0.48

0.05

0.05

B09

0.64

0.51

0.07

0.06

Holdup

0.78

0.62

0.08

----

0.08

Total

8.95

1.55

1.46

0.48

Mole Ratio

.030

.005

.005

.002

Common Ratio

30

3

3

1

Glycerides calculated from the ratio* 1 3 3 5

part dioleostearin parts dloleopalmitin parts Unoleodiolein parts triolein

6*

TABLE r m r

COMPOSITION OP THE DISTILLATION CUTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-4 AND 0-5 AND THE PROBABLE NATURE AND QUANTITY 07 THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. PaImitate

wt. Me . Stearate

C01

0,73 gm.

0.14 ga*

0.09 gm.

0.53 gm.

C02

0.59

0.03

0.01

0.51

C03

0.75

0.31

0.02

0.42

G04

1.19

0.36

0.11

0.22

C05

1.91

1.51

0.19

0.20

C06

2.09

2.00

0.09

C07

2.63

2.53

0.16

COS

2.66

2.54

0.14

C09

1.39

1.35

0.04

C010

0.75

0.65

0.07

0.03

C011

0.45

0.25

0.07

0.13

Holdup

1.29

0.72

0.21

----

Os2&

12.94

1.20

1.93

0.52

.044

.004

.007

•002

2

3

1

Total Mole Ratio Common Ratio

1

22

Glycerides calculated from the ratiot 1 3 2 3

part dioleostearin parts dioleopalmitin parts Unoleodiolein parts triolein

I

TABUS XL COMPOSITION OF THE DISTILLATION CUTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE HETHZL ESTERS OF THE FATTT ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-6 AND 0-7 AND THE PROBABLE NATURE AND QUANTITY OF THE GLTGERIDES FOUND IN THESE FRACTIONS

Nuaber

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palaltate

Wt. Me. Stearate

D01

0.47 ga.

0.11 ga.

0.08 ga.

0.35 ga.

D02

0.55

0.04

0.03

0.48

D03

0.65

0.32

0.06

0.26

DOA.

0.86

0.76

0.10

D05

1.20

1.00

0.17

0.03

D06

0.98

0.78

0.16

0.04

D07

0.97

0.78

0.12

0.07

DOS

0.71

0.60

0.08

0.03

D09

0 .88

0.84

0.04

D010

0.57

0.49

0.05

0.03

D011

0.59

0.47

0.06

0.06

Holdup

0.43

0.34

0.05

0.04

Total

6.53

1.03

1.09

0.30

Hole Ratio

•022

.004

.004

.001

Common Ratio

22

4

4

1

Glycerides calculated fro* the ratios 1 A 4 1

part dioleostearin parts dioleopalmitin parts Unoleodiolein part triolein

TABLE XLI

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTX ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-8, 0-9 AND 0-10 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Vt. Me. Oleate

Vt. Me. Linoleate

Wt. Me. Palmltate

EOl

0.65

0.16

0.05

0.53

E02

l.U

0.16

0.46

0.95

E03

0.89

0.46

0.40

0.39

E04

0.84

0.82

0.03

E05

1.82

1.60

0.19

0.65

E06

2.74

2.40

0.29

0.15

E07

2.48

2.20

0.26

E08

1.53

1.30

0.17

0.06

B09

0.90

0.85

0.04

0.01

E010

0.46

0.42

0.03

0.01

E011

0.32

0.27

0.02

0.03

Holdup

1.26

1.05

0.10

0.12

11.69

2.04

2.67

0.23

Mole Ratio

•040

.007

.010

.001

Common Ratio

40

7

10

1

Total

Glycerides calculated from the ratios 1 part dioleostearin 10 parts dioleopalmitln 7 parts Unoleodiolein 1 part triolein

Wt. Me. Stearate

TABLE Z U I

COHPOSITIOir OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE UETHIL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-01 AND 0-12 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOOND IN THESE FRACTIONS

Number

Wt. ot Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Pa~l.nltate

Wt. Me. Stearate

FOl

0*39 gm.

0,08 ga.

0.003 gm.

0*31 gm.

F02

0.72

0.11

0.01

0.60

F03

0.67

0.08

0.01

0.59

F04

1.14

0.23

0.16

0.75

F05

1.47

0.94

0.32

0.21

F06

2.43

1.71

F07

2.47

1.72

0.50

F08

1.65

1.50

0.12

0.03

F09

2.54

2.47

0.06

0.03

F010

1.73

1.64

0.05

0.05

FOll

1.15

1.00

0.03

0.12

Holdup

1.32

1**4

Total Hole Ratio Common Ratio

0.49

0.25

Q jU .

12.62

1.78

2.94

0.37

.043

•006

•on

.001

6

11

1

43

Glycerides calculated From the ratios 1 11 6 2

0.23

port dioleostearin parts dloleopalaitin parts Unoleodiolein parts triolein

TABLE XLXII COMPOSITION OF THE DISTILLATION COTS OBTAINED BZ THE 1RACT10KAL DISTILLATION OF THE METHXL ESTERS OF THE FATTT ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-13 AND 0-14 AND THE PROBABLE NATURE AND QUANTITT OF THE GLTCERIDES FOUND IN THESE TRACTIONS

Number

Vt* of Fraction

Vt. Me. Oleate

Vt. Me. Linoleate

Vt. Me. Palaitate

Vt. Me. Stearate

G01

0*71 gm.

0.12 ga.

0.04 gm.

0.58 gm.

G02

1.22

0.17

0.07

1.04

G03

1.06

0.23

0.02

0.81

G04

1.08

0.62

0.12

0.34

G05

1.67

1.23

0.30

0.U

G06

2.24

2.10

0.15

G07

3.07

2.81

G08

3.82

3.63

0.20

G09

2.48

2.40

0.07

0.01

GOIO

1.22

1.17

0.05

0.01

G011

0.93

0.89

0.02

0.01

GO 12

0.66

0.52

0.05

0.09

Holdup

2.26

IsS*

2.18





°*2k

17.67

1.55

2.91

0.43

•060

.005

.011

.001

5

11

1

Total Mole Ratio Common Ratio

'

60

0.28

Glycerides calculated from the ratios 1 11 5 9

part dioleostearin parts dioleopalnitin parts Unoleodiolein parts triolein

.

TABLE XLXV COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTX ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-15 AND 0-16 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. He. Oleate

Vt. Me. Linoleate

Vt. He. Palmitate

HOI

0.4-8 gm.

0.09 gm.

0.02 ga.

0.39 gm.

H02

0.95

0.15

0.01

0.30

H03

1.21

0.11

0.09

1.09

H04

2.36

1.36

0.34

0.66

H05

3.03

1.75

0.80

0.47

H06

3.16

1.96

0.76

0.42

H07

3.12

2.83

0.29

0.01

H06

2.10

1.37

0.45

0.28

H09

1.62

1.03

0.34

0.25

H010

0.93

0.74

0.11

0.07

hoii

1.58

0.92

0.30

Holdup

0.64-

0.37

0.12

12.70 .043

Total ■ole Ratio Common Ratio

22

part dioleostearin parts oleodipalmitin parts dloleopalmltln parts dioleolinolein part triolein

0.36 ■ -

0.15

3.63

4*44

0.51

•012

•016

.002

6

8

1

Glycerides calculated from the ratios 1 2 2 6 1

Vt. He. Stearate



TABLE XLY COMPOSITION 07 THE DISTILLATION COTS OBTAIHED BT THE FRACTIONAL DISTILLATION OF THE METHXL ESTHU3 OF THE FATTT ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-17 AND 0-13 AND THE PROBABLE NATURE AND QUANTITT OF THE GLXGERIBES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. He. Oleate

Wt. Me. Linoleate

Wt. Me. Palaitate

Wt. Me. Stearate

101

0.62 gm.

0.13 ga.

0.01 ga.

0.48 ga.

102

0.87

0.22

0.03

0.62

103

1.46

0.59

0.09

0.78

104

0.77

0.25

0.16

0.36

105

1.73

0.86

0.42

0.45

106

2.46

1.26

0.68

0.51

107

3.39

2.93

0.47

108

0.57

0.50

0.06

0.01

109

2.75

2.39

0.30

0.06

1010

1.27

1.07

0.14

0.06

1011

1.36

1.13

0.12

0.11

Holdup

2.30

2*21

0.21

---

0O&

13.24

2.69

3.20

0.42

.045

.009

•012

•001

9

12

1

Total Mole Ratio Common Ratio

I

45

Glycerides calculated froa the ratio: 1 12 9 0

part dioleostearin parts dioleopainitin parts Unoleodiolein part triolein

TABUS X L VI

COMPOSITION OF THE DISTILLATION COTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTT ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-19 AND 0-20 AND THE PROBABLE NATURE AND QUANTITT OF THE GLTCERIDES FOUND IN THESE FRACTIONS

Nuaber

Wt. of Fraction

Wt. He. Oleate

Wt. He. Linoleate

Wt. He. Palmitate

Wt. He. Stearate

JOl

0.S2 ga.

0.14 gm.

0.02 ga.

0.68 ga.

J02

1.02

0.16

0.03

0.86

J03

2.52

1.19

0.23

1.10

J04

2.31

1.92

0.31

0.07

J05

3.24

2.83

0.39

J06

3.37

2.96

0.39

0.03

J07

2.S3

2.45

0.31

0.07

JOS

2.03

1.77

0.19

0.07

J09

0.76

0.61

0.07

0.07

J01D

0.35

0.27

0.04

0.04

Holdup

0.71

0.56

0*02

n■■.1.

14*86

2.05

2.71

0.37

.050

.007

.010

.001

7

10

1

Total Hole Ratio Coanon Ratio

50

Glycerides calculated f*oa the ratios 1 lO 7 5

part dioleostearin parts dioleopalmitln parts Unoleodiolein parts triolein

TABLE XLVII COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-21 AND 0-22 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Vt. Me. UnolmtB

Vt. Me. Painttate

Vt. Me. Stearate

KOI

0.74 gnu

0.11 gm.

0.03 gm.

0.62 gm.

K02

1.12

0.14

0.07

0.97

K03

1.20

0.40

0.09

0.72

K04

3.48

2.75

0.53

0.20

K05

3.39

2.34

0.43

0.12

K06

1.6$

1.38

0.23

0.07

K07

1.39

1.59

0.22

0.08

KOS

1.33

1.10

0.17

0.07

K09

1.54

1.27

0.13

0.10

K010

0.83

0.68

0.03

0.07

Holdup

1.44

1.13

Total Mole Ratio Common Ratio

0.11

13.44

2.23

2.63

0.50

.045

.003

•010

•002

8

10

1

45

Glycerides calculated from the ratios 1 10 8 3

part dioleostearin parts dioleopalmitin parte Unoleodiolein parts triolein

TABLE XL VIII

COMPOSITION 07 THE DISTILLATION CUTS OBTAINED BY THE- FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-23 AND 0-24 AND THE PROBABLE NATURE AND QUANTITY OF TEE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. Me. Oleate

Vt. Me. Linoleate

Vt. Me. Palmitate

Vt. Me. Stearate

LOl

0.89 gnu

0.13 gnu

0.04 gm.

0.75 gm.

L02

1.31

0.17

0.02

1.10

L03

1.05

0.56

0.03

0.45

L04

1.94

1.40

0.27

0.26

L05

2.17

1.83

0.27

0.06

L06

2.90

2.45

0.37

0.08

L07

2.69

2.32

0.30

0.08

L08

1.90

1.64

0.20

0.06

L09

1.56

1.39

0.13

0.04

L010

0.85

0.73

0.08

0.04

LOU

1.75

1.52

0.13

0.11

Holdup

1.43

I .24

0.10

-

15.38

1.94

2.48

0.24

.052

.007

.009

.001

7

9

1

Total Mole Ratio Common Ratio

52

Glycerides calculated from the ratios 1 9 7 6

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

-

CLOg

TABLE XLIZ COMPOSITION OF TEE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-25 AND 0-26 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of* Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. PaImitate

Wt. Me. Stearate

HOI

0*70 gm.

0.11 gm.

0.01 gm.

0.59 gm.

M02

1*24

0.14

0.01

1.09

M03

1*44

0.54

0.08

0.81

M04

1.47

1.11

0.16

0.20

M05

1.68

1.33

0.23

0.12

M06

2.34

2.03

0.28

0.03

K07

3.13

2.76

0.33

0.03

M08

3.46

3.03

0.39

M09

1.89

1.70

0.15

0.04

M010

1.14

1.00

0.09

0.05

M011

1.55

1.34

0.10

O.U

Holdup

2.09

1.80

0.1A

0.15

16.89

1.97

2.87

0.35

.057

.007

.011

.001

7

U

1

Total Mole Ratio Common Ratio

57

Glycerides calculated from the ratios 1 11 7 6

pert dioleostearin parte dioleopalmitin parts linoleodiolein parts triolein

TABLE L

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY TEE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-27 AND 0-28 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. Me. Oleate

Vt. Me. Linoleate

Vt. Me. Palmitate

Vt. Me. Stearate

N01

0.90 gm.

0 .14- gm.

0.001 gm.

0.76 gm.

NO2

1.18

0.17

0.01

1.00

N03

1.30

0.38

0.28

0.64

N04

2.06

1.56

0.20

0.30

H05

2.98

2.39

0.37

0.22

N06

2.83

2.42

0.32

0.09

N07

1.78

1.50

0.17

0.10

NOS

2.16

1.88

0.19

0.09

N09

3.06

2.68

0.28

0.09

N010

1.38

1.20

0.11

0.07

NQ11

1.20

0.99

0.08

0.12

Holdup

1.37

1*14

QiOSL

i,.— . .

°.»M

16.45

2.10

3.29

0.33

.056

.007

•012

.001

7

12

1

Total Mole Ratio Common Ratio

56

Glycerides calculated from the ratiox 1 12 7 5

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

76

TABLE LI

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-29 AND 0-30 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Llnoleate

n t • x6.

Palmitate

Wt. Me. Stearate

001

0.64 gm.

0.10 gm.

0.002 gm.

O .54 gm.

002

0.94

0.11

0.06

0.08

003

1.37

0.57

0.08

0.73

004

1.40

1.27

O.U

0.01

005

2.37

1.91

0.39

0.07

006

2.79

2.45

0.31

0.03

007

3.24

2 .S4

0.34

0.06

OOS

1.11

0*9®

0.10

0.02

009

0.96

0.S5

0.09

0.02

0010

1.11

0.99

0.09

0.03

0011

1.5®

1.36

O.U

0.10

Holdup

1.41

1.21

ooo

0.09

14.64

1.78

1.46

0.32

.049

.006

•005

•001

6

5

1

Total Mole Ratio Common Ratio

49

Glycerides calculated from the ratios 1 5 6 9

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

f

ZABLE LXI COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-31 AMD 0-32 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

pumber

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palmltate

Wt. Me. Stearate

P01

1*01 gms.

0.12 gm.

0.01 gm.

0.88 gm.

P02

1.10

0.17

0.03

0.89

P03

1.23

0.78

0.12

0.33

P04

1.20

1.00

0.15

0.05

P05

1.98

1.71

0.25

0.02

P06

3.78

3.27

0.45

0.06

P07

1.19

1.03

0.14

0.02

POS

1.81

1.59

0.19

0.03

P09

1.00

0.86

O.U

0.02

P010

1.65

1*45

0.16

0.05

P011

1.82

1.42

0.22

0.17

Holdup

1.28

1.00

0.16



0.12

14.40

2.00

2.17

0.47

.049

.007

.008

•002

4

4

1

Total Mole Ratio Common Ratio

25

Glycerides calculated fro* the ratios 1 4 4 2

part dioleostearin parts dioleopalmitin parts llnoleodioleln parte triolein

TABLE L I U

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-33 AND 0-34 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. ot Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palaitate

Wt. Me. Stearate

QD1

0.76 gm.

0.23 gm.

0.02 gm.

0*50 gm.

Q02

1.15

0.33

0.04

0.77

003

1.27

0.84

O.U

0.33

Q04

1.40

0.95

0.13

0.32

Q05

1.84

1.55

0.21

0.08

Q06

1.85

1.59

0 .22

0.04

Q07

2.61

2.30

0.26

0.05

Q08

0.72

0.63

0.07

0.01

Q09

1.15

1.00

0.10

0.05

Q010

1.11

0.95

0.09

0.07

Q011

0.81

0.65

0.06

0.10

Holdup

2.70

2 r18

0J£

0 ^

13.20

1.50

2.09

0.57

.045

.005

•008

.002

3

4

1

Total Mole Ratio Common Ratio

23

Glycerides calculated from the ratios 1 4 3 2

part dioleostearin parts dioleopalmitin parts llnoleodloleln parts triolein

TABLE LIT

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL Di s t i l l a t i o n o f t h e m e t h y l e s t e r s o f t h e f a t t i a c i d s c o n t a i n e d IN SOLVENT EXTRACTION FRACTIONS 0-35 AND 0-36 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. or Fraction

Vt. Me. Oleate

Vt. Me. Linoleate

Vt. Me. PAlmit&te

Vt. Me. Stearate

R01

1.05 gms.

0.37 gm.

0.05 gm.

0.63 gm.

R02

0.83

0.52

0.09

0.23

R03

1.33

0.94

0.12

0.27

R04

1.18

0.80

0.15

0.23

R05

1.38

0.96

0.17

0.26

R06

1.7A

0.94

0.17

0.63

R07

1.95

1.46

0.28

0.22

R08

2.11

1.71

0.31

0.08

R09

1.92

1.43

0.36

0.14

R010

1.27

1.03

0.19

0.05

ROll

1.15

0.94

0.17

0.05

R012

1.54

1.26

0.21

0.07

Holdup

2.23

J-.aa

Q*22.



..

0.11

14.18

2.57

2.55

0.42

.048

.009

.009

•001

9

9

1

Total Mole Ratio Common Ratio

48

Glycerides calculated from, the ratios 1 9 9 A

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

1

TABLE LY

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-37 AND 0-38 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palmit&te

Wt. Me. Stearate

SOI

0*87 gm.

0.19 gm.

0.01 gm.

0.67 gm.

S02

1.01

0.50

0.05

0.46

S03

1.22

0.83

0.10

0.29

S04

1.52

1.16

0.14

0.21

S05

1.25

1.00

0.10

0.15

S06

1.60

1.17

0.15

0.28

S07

2.42

2.12

0.22

0.08

SOS

1.26

1.12

0.12

0.03

S09

2.29

2.05

0.19

0.05

SOlO

0.87

0.77

0.08

0.02

SOU

1.21

1.07

0.10

0.05

Holdup

0.87

Total ■ole Ratio Common Ratio

2*21

0.03

12.75

1.33

2.17

0.15

•043

.005

•008

•001

5

8

1

43

Glycerides calculated from the ratios 1 8 5 A



part dioleostearin parte dioleopalmitin parts llnoleodloleln parts triolein

TABLE LYI

COMPOSITION OF THE DISTILLATION COTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTX ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-39 AND 0-40 AND THE PROBABLE NATURE AND QUANTITT OF THE GLTCBtlBES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. Me. Oleate

Vt. He. Linoleate

wt. Me. Palmitate

Vt. Me. Stearate

T01

1.29 gms.

0.55 go*

0.05 gm.

0.69 gm.

T02

1.70

1.02

0*12

0.56

T03

1.18

0.83

0.09

0.26

T04

1.30

0.97

0.10

0.23

TO 5

1.52

1.19

0.11

0.22

TO 6

0.94

0.76

0.08

0.11

T07

1.36

0.94

0.09

0.33

T08

1.56

1.30

0.15

0.31

T09

1.74

1.55

0.14

0.05

T010

1.91

1.67

0.18

0.06

T011

1.46

1.31

0.31

0.03

T012

2.00

1.81

0.14

0.04

Holdup

0.88

0.80

Qs9k

0.02

14.70

1.42

2.56

0.15

.050

.005

.009

•001

5

9

1

Total ■ole Ratio Common Ratio

50

Glycerides calculated from the ratios 1 9 5 7

part dioleostearin parte dioleopalmitin parte linoleodiolein parts triolein

TABLE LYII

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EZXBACTION INACTIONS 0-41 AND 0-42 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Tt. of Fraction

Vt. Me. Oleate

wt. Me.

Vt. Me. Ra imitate

U01

1.16 gns.

0.39 gm.

0.02 gm.

0.75 g».

U02

1.65

0.79

0.08

0.78

U03

1.55

0.97

0.09

0.49

U04

0.75

0.52

0.05

Vt. Me. Stearate

0.18 \

U05

1.43

0.89

0.07

0.47

U06

1.69

1.31

0.14

0.25

U07

2.13

1.77

0.16

0.21

U08

1.77

1.49

0.15

0.13

U09

0.95

0.80

0.08

0.07

U010

1.43

1.22

0.14

0.07

uon

1.16

1.05

0.08

0.03

U012

0.90

0.78

0.08

0.03

Holdup

0.70

0.61

0.06



0.02

12.61

1.20

3.40

0.08

.043

.005

.009

.001

5

9

1

Total Mole Ratio Common Ratio

43

Glycerides calculated from the ratios 11 9 5 7

part dioleostearin parts dloleopalmitlp parts linoleodloleln parts triolein

TABLE LVIII

COMPOSITION OP THE DISTILLATION COTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-4? AND 0-44 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. Me. Oleate

Vt. Me. Linoleate

Vt. Me. Palmitate

Vt. Me. Stearate

V01

1.00 gm.

0.38 gm.

0.01 gm.

0.61 gm.

V02

1.66

1.18

0.10

0.38

V03

1.46

0.90

0.05

0.52

V04

1.46

1.14

0.10

0.22

V05

1.76

1.51

0.09

0.16

V06

1.84

1.50

0.12

0.22

V07

1.67

1.40

0.10

0.18

VOS

1.72

1.44

0.13

0.15

V09

1.63

1.41

0.11

0.11

VOIO

1.48

1.31

0.10

0.07

von

1-49

1.31

0.11

0.07

Holdup

0.75

0.66

0.05

14-14

1.07

2.55

0.18

•048

.004

.009

.001

4

9

1

Total Mole Ratio Common Ratio

48

Glycerides calculated from the ratios 1 9 4 7

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

-

&04

TABLE LIX

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHIL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-4-5 AND 0-46 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Vt. Me. Oleate

Wt. Me. Linoleate

Vt. Me. Palmitate

Vt. Me. Stearate

W01

1.43 gms.

0.67 gm.

0.07 gm.

0.69 gm.

W02

1.S1

1.23

0.14

0*44

*03

1.55

1.09

0.13

0.33

W04

3.06

2.29

0.22

0.55

W05

1.58

1.24

0.13

0.21

106

1.55

1.24

0.14

0.18

107

1.61

1.29

0.14

0.18

VOS

1.74

1.49

0.15

0.09

W09

1.65

1.43

0.14

0.08

1010

2.43

2.12

0.22

0.14

Holdup

0.69

0.59

0.06

----

15.68

1.54

2.67

0.26

.053

.005

.010

.001

5

10

1

Total Mole Ratio Common Ratio

53

Glycerides calculated from the ratios 1 10 5 7

part dioleostearin parts dioleopalmitin parts linoleodioleln parts triolein

TABLE LX

COMPOSITION OF TEE DISTILLATION COTS OBTAINED BX THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IK SOLVENT EXTRACTION FRACTIONS 0-47 AND 0-48 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Vt. He. Oleate

Vt. He. Linoleate

Vt. He. Palmitate

Vt. Me. Stearate

XOl

1.24 gms.

0.75 gm.

0.08 gm.

0*42 gm.

X02

1.48

0.95

0,08

0.44

X03

2*00

1.38

0.14

O .48

X04

4-12

3.06

0.31

0.75

X05

1.76

1.39

0.15

0.22

X06

1.68

1.38

0.15

0.15

X07

1.31

1.09

0.12

0.10

XOS

2.20

1.87

0.20

0.12

X09

1.27

1.10

0.11

0.06

X010

0.26

0.23

0.02

0.02

Holdup

0.97

°.tAS4

QsSSL

-

0.06

14*04

1.43

2.68

0.14

.047

.005

•010

.001

5

10

1

Total Hole Ratio Comma* Ratio

47

Glyceride8 calculated from the ratios 1 10 5 5

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

TABLE LEX

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION ENACTIONS 0-49 AND 0-50 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Wt. Me. Oleate

Vt. Me. Linoleate

Vt. Me. Paimltate

Vt. Me. Stearate

Y01

0.79 gm.

0*42 gm.

0.03 gm.

0.34 gm.

Y02

0.96

0.50

0.05

0.41

Y03

2.61

1.84

0.18

0.58

X04

1.23

0.96

0.08

0.19

Y05

1.18

0.91

0.09

0.18

Y06

1.53

1.23

0.12

0.18

Y07

1.21

0.99

0.09

0.13

Y08

1.23

1.01

0.09

0.13

Y09

1.35

1.07

0.14

0.15

Y010

1.25

1.01

0.13

O.U

YOU

1.06

0.96

0.12

Y012

1.22

1.01

0.12

0.08

Holdup

1.63

0*2,6

O.U

Total Mole Ratio Common Ratio

13.26

1.40

2.40

0.19

.045

.005

.009

•001

5

9

1

45

Glycerides calculated firom the ratios 1 9 5 5

part dioleostearin parts dioleopalmitin parts linoleodlolein parts triolein

TABLE LXJI

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-51 AND 0-52 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Paladtate

Wt. Me. Stearate

Z01

1.07 gne.

0.60 gm.

0.07 gm.

0*40 gm.

Z02

0.47

0.28

0.03

0.15

Z03

1.09

0.55

0.07

0.47

Z04

1.07

0.68

0.09

0.30

Z05

1.08

0.73

0.09

0.26

Z06

1.26

0.87

0.12

0.27

Z07

2.20

1.63

0.22

0.36

208

1.85

1.45

0.18

0.22

Z09

1.60

1.28

0.17

0.15

Z010

1.20

0.96

0.12

0.11

zon

1.42

1.17

0.15

0.11

Z012

2.40

2.01

0.22

0.17

Holdup

0.99

0.8?

0.09

0.07

13.04

1.62

2.80

0.24

•044

•006

•010

.001

6

10

1

Total Mole Ratio Common Ratio

44

I

Glycerides calculated Aran the ratios 1 10 6 3

part dioleostearin parts dioleopalmitin parte linoleodiolein parte triolein

TABLE LXIII

COMPOSITION OF THE DISTILLATION COTS OBTAINED BZ THE FRACTIONAL DISTILLATION OF THE METHIL ESTERS OF THE FATTY- ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-53 AND 0-54 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

AAOl

1.07

Vt. He. Oleate gnus.

Vt. He. Llnoleate

0.39 gm. 0.03 gm.

Vt. Me. P»1 irritate

Vt. He. Stearate

0.65 gm.

AA02

0.84

0.49

0.05

0.30

AA03

0.98

0.58

0.05

0.35

AA04

1.64

1.20

0.10

0.35

AAQ5

1.40

1.06

0.10

0.24

AA06

2.29

1.89

0.16

0.23

AA07

1.88

1.58

0.14

0.16

AA08

1.84

1.59

0.13

0.12

AA09

1.21

1.04

0.09

0.09

AA01O

2.10

1.81

0.14

0.14

AA011

2.07

1.82

0.13

0.12

AA012

0.77

0.67

0.05

0.05

Holdup

0.58

0.51

Total Hole Batlo Common Ratio

0gO±

14.63

1.21

2.63

0.21

.049

»004

•010

•001

10

1

49

Glycerides calculated from the ratios 1 10 4 6

_.

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

TABLE L H Y

COHPOSITIOH OF SHE DISTILLATION GUTS OBTAINED BX THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTI ACIDS CONTAINED IN SOLVENT EXTRACTION INACTIONS 0-55 AND 0-56 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. He. Oleate

Vt. He. Linoleate

Vt. He. Palaitate

Vt. He. Stearate

AB01

0.55 gm.

0.30 gm.

0.03 gm.

0.23 gm.

AB02

0.53

0.33

0.03

0.17

AB03

1.27

0.82

0.06

0.39

AB04

0.80

0.56

0.05

0.19

ABO 5

1.36

0.97

0.07

0.32

ABO 6

1.17

0.84

0.06

0.26

AB07

1.66

1.27

0.11

0.28

AB08

1.51

1.19

0.10

0.22

AB09

2.47

2.08

0.14

0.24

AB010

1.41

1.19

0.10

0.12

ABO 11

2.39

2.27

0.07

0.05

AB012

2.06

1.77

0.13

0.16

Holdup

0.55

0^3.

0z2&

14.06

0.99

2.42

0.25

.048

•004

.009

.001

4

9

1

Total Hole Ratio Common Ratio

48

Glycerides calculated from the ratios 1 9 A 7

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

TABLE LEV

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BX THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTX ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-57 AND 0-58 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Vt. of Fraction

Vt. Me. Oleate

Vt. He. Linoleate

Vt. He. Palmitate

Vt. Me. Stearate

AC01

1.20 gms.

0.70 gm.

0.05 gm.

0.45 gm.

AC02

1.10

0.80

0.05

0.24

AC03

1.04

0.80

0.05

0.19

AC04

1.82

1.37

0.10

0.35

AC05

1.65

1.31

0.09

0.25

AC06

1.50

1.24

0.07

0.19

AC07

1.96

1.62

0.U

0.23

AC08

1.72

1.44

0.10

0.28

AC09

2.03

1.76

0.11

0.21

AC010

1.41

1.23

0.08

0.09

AC011

0.65

0.56

0.04

0.05

Holdup

0.65

0.56

O.OA

0.05

13.39

0.91

2.39

0.19

.045

.005

•009

•001

5

9

1

Total Hole Ratio Common Ratio

45

Glycerides calculated front the ratios 1 9 5 5

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

TABLE LXVI

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTT ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-59 AND 0-60 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Ole&te

Wt. Me. Linoleate

Wt. Me. PaImitate

Wt. Me. Stearate

AD01

O.S5 gm.

0.54 g»*

0.04 gm.

0.28 gm.

AD02

0.96

0.61

0.04

0.31

AD03

1.37

0.83

0.11

0.43

AD04

1.45

1.04

0.06

0.35

ADO 5

2.14

1.60

0.12

0.42

AD06

1.79

1.45

0.10

0.28

AD07

0.60

0.50

0.03

0.07

ADOS

1.58

1.34

0.09

0.15

AD09

1.87

1.63

O.U

0.14

ADOlO

1.61

1.40

O.U

O.U

ADO11

2.03

1.77

0.13

0.13

Holdup

0.85

P,74

0*02

0.05

13.42

0.99

2.43

0.29

.045

•003

•009

•001

3

9

1

Total Hole Ratio Common Ratio

45

Glycerides calculated from the ratios 1 9 3 6

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

TABLE LXVTX

COMPOSITION OF THE DISTILLATION COTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-61 AND 0-62 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Humber

Wt. of Fraction

wt. Me. Oleate

Wt. Me. Linoleate

Wt* Me. Palmitate

Wt. Me. Stearate

AEOl

1.18 gms*

0.62 gm.

0.04 gm.

0.52 gm.

ABO 2

1.71

1.23

0.08

0.40

AE03

1.57

1.19

0.08

0.31

AE04

1.19

0.94

0.05

0.20

AE05

1.58

1.18

0.09

0.31

AE06

1.63

1.32

0.09

0.23

AE07

1.52

1.32

0.07

0.13

AB08

1.56

1.35

0.08

0.13

AE09

1.33

l.U

0.08

0.11

AE010

1.69

1.4-3

0.13

0.13

AE011

1.37

1.19

0.07

0.10

ABO12

0.99

0.84

0.07

0.09

Holdnp

0.71

0.60

0,02

-

0.06

14*35

0.98

2.47

0.25

•048

.003

.009

•001

3

9

1

Total Mole Ratio Common Ratio

48

Glycerides calculated from the ratios 1 9 3 7

part dioleostearin. parts dioleopalmitin parts linoleodiolein parts triolein

TABLE LXVIII

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BZ THE FRACTIONAL DISTILLATION OF THE METHXL ESTERS OF THE FATTZ ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-63 AND O-64 AND TEE PROBABLE NATURE AND QUANTITX OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. of Fraction

Wt. Me. Oleate

Wt. Me. Linoleate

Wt. Me. Palmitate

Wt. Me. Stearate

AF01

1.13 gm.s

0.58 gm.

0.05 gm.

0.50 gm.

AP02

1.38

1.02

0.07

0.30

AF03

1.45

0.99

0.07

0.39

AF04

1.58

1.21

0.08

0.29

AF05

1.35

1.08

0.08

0.19

AF06

1.33

1.07

0.07

0.19

AF07

1.58

1.30

0.10

0.17

AF08

1.46

1.24

0.09

0.13

AF09

1.51

1.27

0.11

0.13

AF010

1.30

1.09

0.09

0.12

AF011

1.20

1.01

0.07

0.12

AF012

O.U

0.33

0.02

0.06

Holdup

0.94

0.76

0.05

oja

12.95

0.95

2.11

0.31

.044

.003

•008

•001

3

8

1

Total Mole Ratio Common Ratio

44

1

I Glycerides calculated from the ratio: 1 8 3 6

part dioleostearin parts dioleopalmitin parts linoleodiolein parts triolein

l

TABLE LXIX

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BY THE FRACTIONAL DISTILLATION OF THE METHIL ESTERS OF THE FATTZ ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-65 AND 0-66 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE INACTIONS

Number

Vt. of Fraction

Vt. Me. Oleate

Vt. Me. Llnoleate

Vt. He. Palmitate

Vt. Me. Stearate

AGOl

0.98 gm.

0.17 gm.

0.03 gm.

0.77 gm.

AG02

1.10

0.63

0.05

0.42

AG03

1.58

1.26

0.09

0.23

AG04

1.41

1.22

0.09

0.10

AGO 5

1.40

1.23

0.09

0.08

AG06

1.27

1.15

0.06

0.06

AG07

1.25

1.12

0.06

0.07

AG08

1.26

1.08

0.08

0.10

AG09

1.12

0.95

0.07

0.10

AG010

1.23

1.03

0.06

0.14

AGO 11

1.09

0.88

0.05

0.16

AG012

0.47

0.29

0.02

0.15

Holdup

0.81

0.51

0 ^

0.26

11.53

0.79

1.66

0.98

.039

.003

•006

.003

1

2

1

Total Mole Ratio Common Ratio

13

Glycerides calculated from the ratios 1 2 1 2

part dioleostearin parts dioleopalmitin part linoleodioleln parts triolein

TABLE LXX

COMPOSITION OF THE DISTILLATION CUTS OBTAINED BT THE FRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN SOLVENT EXTRACTION FRACTIONS 0-67 AND 0-68 AND THE PROBABLE NATURE AND QUANTITY OF THE GLYCERIDES FOUND IN THESE FRACTIONS

Number

Wt. ot Fraction

Wt. Me. Oleate

Wt* Me. Llnoleate

Wt. Me. Palmitate

Wt. Me. Stearate

AH01

0.72 gm.

0.17 gm.

0.01

0.54 gm.

AH02

1.23

0.82

0.06

0.35

AH03

1.08

0.92

0.04

0.12

AH04

1.04

0.92

0.05

0.07

AH05

1.13

1.00

0.06

0.07

AH06

1.31

1.16

0.06

0.09

AH07

1.28

1.12

0.06

0.10

AH08

1.62

1.38

0.07

0.16

AH09

1.00

0.80

0.04

0.15

AH010

0.51

0.34

0.03

0.13

Holdup

0.91

0.61

0.06

0*23

Total

9.24

0.54

1.08

0.93

■ole Ratio

.031

.002

.004

.003

Common Ratio

16

1

2

2

Glycerides calculated from the ratios 2 2 1 2

parts dioleostearin parts dioleopalmitin part linoleodlolein parts triolein

TABLE LXXI

GUCERIDE OOHPOSITZON OF ITALIAN OLIVE OIL CALCULATED FROM THE EXPERIMENTAL DATA

Glyceride

Parts

Per Cent

Oleodlpalreltin

2

0.32

Dioleostearin

35

5-55

Triolein

156

24.72

Linoleodiolein

169

26.78

Dioleopalmitin

269

42.63

TABLE LXXII A COMPARISON OF THE BEFRACTIVE INDICES FOUND FOR THE METHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

AOl

1*4332

1*4342

A02

1*4353

1*4356

A03

1*4433

1*4434

A04

1*4439

1*4440

AO 5

1*4439

1*4484

A06

1*4438

1*4487

A07

1.4432

1.4377

AOS

1*4431

1*4433

A09

1*4453

1*4423

Number

TABLE LXXIII A COMPARISON OF THE REFRACTIVE INDICES FOUND FOE THE METHTL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

BOX

1.4338

1.4337

B02

1.4359

1.4361

B03

1.4430

I .4429

BOA

1.4440

1.4440

B05

1.4438

1.4438

B06

1.4438

1.4463

B07

1.4432

1.4433

BOS

1.4432

1.4429

B09

1.4470

1.4429

TABLE LXXTV A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHTL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Re£ract±Ye Index Found

RefractiTe Index Calculated

COl

1.4331

1.4340

C02

1.4329

1.4334

C03

1.4362

1.4369

C04

1.4411

1.4415

C05

1.4425

1.4427

C06

1.4437

1.4462

C07

1.4438

1.4456

COS

1.4436

1.4526

C09

1.4438

1.4554

COlO

1.4440

1.4433

COll

1.4430

1.4421

Number

100

TABLE LXXV

A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER TRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

D01

1*4333

1*4345

D02

1.4328

1*4334

D03

1.4388

1*4392

D04

1.4430

1*4452

DO 5

1*4435

1*4439

D06

1*4438

1*4439

D07

1*4438

1*4432

DOS

1-4434

1*4434

D09

1.4432

1*4537

D010

1.4430

1*4431

D011

1*4435

1*4430

Humber

I

I

I

TABLE LXXVI A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

EOl

1*4329

1.4338

E02

1.4322

1*4334

E03

1*4379

1.4383

E04

1.4429

1*4528

E05

1.4438

1.4433

E06

1*4438

1.4437

E07

1.4436

1.4307

EOS

1.4432

1.4435

E09

1.4431

1.4432

EOIO

1.4430

1*4432

EOll

1.4447

1.4422

Number

TABLE LXXVXI A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

ReflractlTa Index Found

Refractive Index Calculated

FOX

1.4322

1.4341

F02

1.4326

1.4336

F03

1.4322

1.4331

F04

1.4362

1.4368

F05

1.4430

1.4432

F06

1.4438

1.4435

F07

1.4438

1.4435

FOS

1.4437

1.4222

F09

1.4434

1.4589

FOIO

1.4432

1.4573

FOll

1.4432

1.4421

Number

TABLE LXIVIII

A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

GOl

1.4321

1.4337

G02

1.4323

1*4334

G03

1.4339

1.4344

GOA

1.4397

1.4402

G05

1.4436

1.4435

G06

1.4439

1.4448

G07

1.4438

1.4512

G08

1*4434

1.4469

G09

1.4431

1.4423

GOIO

1.4430

1.4432

GOll

1.4429

1.4429

GO 12

1.4432

1.4423

TABLE m n A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index ____ Found

Refractive Index Calculated

HOI

1*4325

1*4339

H02

1-4324

1.4336

H03

1.4320

1.4328

H04

1.4407

H05

1.4438

1.4435

H06

1.4438

1.4436

H07

1*4437

1.4436

HO 8

1.4436

1.4436

H09

1*4432

1.4435

HOIO

1.4430

1.4431

HOll

1.4438

1.4427

TABLE LXX3C A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

101

1.4332

1.4344

102

1.4342

1.4351

103

1.4367

1.4374

104

1.4392

1.4395

105

1.4423

1.4422

106

1.4433

1.4430

107

1.4438

1.4470

108

1.4438

1.4437

109

1.4432

1010

1.4432

1.4434

ion

1.4433

1.4431

1.4436 /

106

TABLE LXXXX A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Rt£ractiv» Index Found

Refractive Index Calculated

J01

1.4328

1.4336

J02

1.4323

1.4334

J03

1.43S1

1.4388

J04

1.4435

1*4438

J05

1.4437

1.4341

1.4437

1.4438

J07

1.4433

1.4436

JOS

1.4431

1.4434

J09

1.4430

1.4429

JO10

1.4430

1.4427

Numbor

_

J06

)

I

TABLE LXXECX A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHTL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

KOI

1.4326

1.4336

K02

1.4322

1.4333

K03

1.4361

1.4369

K04

1.4432

1.4436

K05

1.4432

1.4435

K06

1.4432

1.4437

K07

1.4432

1.4436

KOS

1.4432

1.4436

K09

1.4431

1.4433

KOIO

1.4430

1.4431

TABLE L XT O U

A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHTL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

LOl

1.4324

1.4335

L02

1.4325

1.4333

L03

1.4377

1.43S3

L04

1.4422

1.4426

L05

1-4436

1.4435

L06

1.4433

1.4437

L07

1.4433

1.4435

LOS

1.4432

1.4435

L09

1.4431

1.4433

LOIO

1.4430

1.4433

LOll

1.4429

1.4430

TABLE LXXXIV A COMPARISON OF TEE REFRACTIVE INDICES FOUND FOR THE UETHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

MOl

1*4323

1*4336

M02

1*4320

1.4332

M03

1,4362

1.4370

M04

1*4420

1.4423

M05

1*4430

1.4432

M06

1.4437

1.443S

M07

1.4436

1.4436

M08

1*4433

1.4381

M09

1.4430

1.4433

MOlO

1.4430

1.4433

MOll

1*4429

1*4428

TABLE LXXXV A COMPARISON OP THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

NOl

1*4327

1.4335

N02

1*4328

1.4335

N03

1.4375

1.4393

N04

1.4419

1*4421

N05

1.4430

1.4431

NO 6

1*4432

1.4435

N07

1.4434

1.4430

NOS

1.4433

1.4431

N09

1.4430

1.4434

NOlO

1.4430

1*4431

NOll

1.4430

1.4426

Number

TABLE LXXXVI A COMPARISON OF TEE REFRACTIVE INDICES FOUND FOR THE METHSL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Refractive Index Foimri________________ Calculated

001

1.4328

1.4425

002

1.4320

1.4331

003

1.4319

1.4374

004

1.4430

1.4433

005

1.4433

1*4441

006

1.4434

1.4437

007

1.4432

1.4436

003

1.4430

1.4436

009

1.4430

1.4435

0010

1.4430

1.4433

0011

1.4428

1.4429

112

TABLE LXXXVII A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index: Found

Refractive Index Calculated

POl

1.4322

1.4332

P02

1.4331

1.4341

P03

1.4402

1.4407

P04

1.4432

1.4436

P05

1.4434

1.443S

P06

1.4433

1.4437

P07

1-4432

1.4438

P08

1.4432

1*4437

P09

1.4431

1.4437

POlO

1.4430

1.4434

POll

1.442S

1.4432

Number

i

TABLE LXXXVIII A COMPARTSOH OF THE REFRACTIVE INDICES FOUND FOR THE METHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

QOl

1.4351

1.4357

002

1.4350

1.4357

003

1.4402

1.4407

Q04

1.4408

1.4411

005

1.4431

1.4433

006

1.4433

1.4437

007

1.4431

1.4435

008

1.4430

1.4435

009

1.4430

1.4433

QOIO

1.4428

1.4431

0011

1.4434

1.4424

Nratber

TABLE LC A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

ROl

1.4362

1.4367

R02

1*4405

1.4408

R03

1*4410

1.4414

Rj0 4

1.4413

1.4419

R05

1.4412

1.4356

R06

1.4391

1.4397

R07

1.4422

1.4428

R08

1.4432

1.4437

R09

1.4432

1.4437

RGIO

1.4432

1.4437

ROH

1.4432

1.4438

R012

1.4431

1.4436

Number

TABLE XC A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

SOI

1.4336

1.4344

S02

1.4378

1.4382

S03

1.4406

1.4410

S04

1.4418

1.4421

S05

1.4421

1.4423

S06

1.4412

1.4418

S07

1.4431

1.4433

SOS

1.4432

1.4434

S09

1.4431

1.4434

SOlO

1.4431

1.4434

son

1.4431

1.4434

Nunber

TABLE XCI A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

TOl

1.4365

1.4374

T02

1.4392

1.4398

T03

1*4406

1*4410

T04

1.44H

1.4416

T05

1.4415

1.4419

706

1*4416

1.4423

T07

1.4401

1.4407

T08

1.4425

1.4429

T09

1.4430

1.4431

TOlO

1.4431

1.4434

TOIL

1.4431

1.4433

T012

1.4430

1.4432

Number

TABLE XCII A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

UOl

1.4320

1.4358

U02

1.4361

1.4380

U03

1.4393

1.4398

U04

1*4406

1.4409

U05

1.4392

1.4396

U06

1.4418

1.4419

U07

1.4422

1.4424

U08

1.4429

1.4427

U09

1.4429

1.4429

UOIO

1.4430

1.4432

uon

1.4432

1.4432

U012

1.4432

1.4432

Number

TABLE X C U I A COMPARISON OF TEE REFRACTIVE INDICES FOUND FOR THE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

VOl

1 .4 3 6 1

1 .4 3 6 1

V02

1 .4 4 0 8

1 .4 4 0 8

V03

1 .4 3 8 9

1 .4 3 9 2

V04

1 .4 4 1 6

1 .4 4 1 7

V05

1 .4 4 2 3

1 .4 4 2 3

V06

1 .4 4 2 1

1*4422

V07

I .4422

1.4422

V08

1 .4 4 2 9

1 .4 4 2 5

V09

1 .4 4 2 9

1.4426

VOIO

1 .4 4 3 2

1 .4 4 3 1

von

1 .4 4 3 8

1 .4 4 3 6

Number

TABLE XCIY A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

VOl

1.4373

1.4378

W02

1.4404

1.440S

W03

1*4410

1.4412

W04

1.4414

1.4415

W05

1.4419

1.4421

V06

1.4422

1.4424

W07

1*4421

1.4424

W08

1.4429

1.4430

W09

1.4429

1.4432

WOIO

1.4430

1.4432

Number

TABLE XCV A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

XOl

1.4392

1.4396

X02

1.4398

1.4400

X03

1.4406

1.4408

X04

1.4412

1.4416

X05

1.4419

1.4422

X06

1.4422

1.4426

X07

1.4429

1.4428

X08

1.4432

1.4430

X09

1.4430

1.4432

XOIO

1.4431

1.4430

TABLE ZCVZ A COMPARISON OF 1HE REFRACTIVE INDICES FOUND FOR SHE METHIL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

101

1.4381

1.4384

102

1.4380

1.4385

103

1.4406

1.4410

104

l./,/,U

1.4417

105

1.4414

1.4418

106

1.4419

1.4422

107

1.4420

1.4423

108

1.4421

1.4423

109

1.4422

1.4425

1010

1.4427

1.4427

7011

1.4428

1.4668

7012

1.4431

1.4445

TABLE XCVII A COMPARISON OF THE REFRACTIVE INDICES FOfOHD FOR THE METHIL ESTER FRACTIONS NITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Refractive Index Found

Refractive Index Calculated

ZO l

1.-4390

1 .4 3 9 3

Z02

1 .4 3 9 3

1 .4 3 9 3

Z03

1 .4 3 3 2

1 .4 3 8 6

Z 04

1 .4 4 0 0

1 .4 4 0 5

Z05

1 .4 4 0 3

1 .4 4 1 0

Z 06

1 .4 4 1 0

1 .4 4 1 2

Z 07

1 .4 4 1 5

1 .4 4 1 8

ZOS

1 .4 4 2 0

1 .4 4 2 4

Z09

1 .4 4 2 6

1 .4 4 2 3

ZOIO

1 .4 4 2 6

1*4428

zon

1 .4 4 2 3

1 .4 4 3 1

Z012

1 .4 4 2 9

1 .4 4 3 1

Hunber

123

TABLE ZCVZII A COMPARISON OF THE REFRACTIVE nrnTR|ep FOUND FOR THE METHTL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

AAOl

1*4359

1.4364

AA02

1.4388

1.4393

AA03

1*4388

1*4394

AA04

1*4406

1*4410

AA05

1*400

1.4416

AA06

1.4419

1.4423

AA07

1*4421

1.4426

AAOS

1.4422

1.4427

1.4423

1.4427

AAOIO

I.4424

1.4427

AAOll

1*4425

1.4429

AA012

1*4427

1.4429

AA09

)

I I

{

TABLE X C H

A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHYL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

ABOl

1.4383

1.4386

AB02

1.4393

1.4397

AB03

1.4394

1.4398

AB04

1.4402

1.4408

AB05

1.4402

1.4407

AB06

1.4402

1.4407

AB07

1.4410

1.4416

AB08

1.4415

1.4418

AB09

1.4420

1.4423

ABOIO

1.4422

1.4425

ABOH

1.4425

1.4430

AB012

1.4429

1.4428

TABLE C A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE NETHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

ACOl

1.4384

1.4391

AC02

1*4403

1-4409

AC03

1.4410

1.4412

AC04

1*4409

1.4412

A005

1.4412

1.4417

AC06

1.4416

1.4418

AC07

1.4416

1-4419

AC08

1.4419

1.5273

AC09

1.4421

1.4780

ACOIO

1.4428

1*4428

ACOll

1.4425

1.4427

TABLE Cl A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE HEXHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

ADOl

1.A391

1.4396

AD02

1.4392

1.4397

AD03

1.4400

1.4401

AD04

1.4401

1.4406

AD05

1.4409

1.4411

AD06

1.4412

1.4415

AD07

1.4413

1.4421

ADOS

1.4420

1.4423

AD09

1.4421

1.4425

ADOIO

1.4422

1.4429

ADOll

1.4423

1.4423

TABLE CII A OOMPARISOH OF THE REFRACTIVE INDICES FOUND FOR THE METHXL ESTER FRACTIONS WITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Ntuber

Refractive Index Found

Refractive Index Calculated

AEOl

1.4377

1.4383

AB02

1*4401

1*4406

AE03

1.4407

1.4410

AE04

1.4410

1.4412

AE05

1.4408

1.44H

AE06

1.4411

1*4427

AE07

1*4418

1.4423

AEOS

1*4420

1.4424

AE09

1*4422

1.4424

AEOIO

1*4422

1.4426

AEOll

1*4422

1.4426

AE012

1.4422

1.4427

TABLE CIII A COMPARISON OF IHE REFRACTIVE INDICES FOUND FOR THEMETHXL ESTER FRACTIONS WITH TEE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Hefhictive Index Found

Refractive Index Calculated

AF01

1.4378

1.4384

AF02

1.4403

I.44OS

AF03

1.4399

1.4403

AP04

1.440S

1.4413

AF05

1.4413

1.4418

AF06

1.4413

1.4417

AF07

1.441S

1.4421

AP08

1.4420

1.4423

AE09

1.4421

I.4424

AFOlO

1.4420

1.4424

apoh

1.4420

1.4425

AF012

1.4420

1.4422

129

TABLE CIV A COMPARISON OF THE REFRACTIVE INDICES FOUND FOR THE METHXL ESTER FRACTIONS KITH THE INDICES CALCULATED FROM THE COMPOSITION OF THE FRACTIONS

Number

Reflective Index Found

Reflective Index Calculated

AGOl

1*4333

1.4346

AG02

1*4384

1*4389

AG03

1*4412

1.4417

AG04

1*4422

1*4425

AGO 5

1*4422

1*4352

AG06

1.4423

1.4428

AG07

1*4422

1*4428

AGOS

1*4422

1*4428

AG09

1*4421

1.4427

AGOIO

1*4421

1*4424

AGO 11

1*4419

1.4420

AGO 12

1*4417

1*4406

I

f

TABLE CV A COMPARISON OP THE REFRACTIVE INDICES POUND FOR THE METHYL ESTER FRACTIONS HITH THE INDICES CALCULATED FROM THE COMPOSITION OP THE FRACTIONS

Number

Refractive Index Found

Refractive Index Calculated

AHOl

1*4339

1.4348

AH02

1*4397

1.4400

AH03

1.4418

1.4420

AHOA

1.4422

1*4426

AH05

1*4422

1.4428

AH06

1.4422

1*4427

AH07

1.4421

1.4427

AH08

1.4420

1.4425

AH09

1.4418

1*4420

AHOIO

1*4420

1*4413

131

After the amount of each ester In the distillation cuts was determined, the total quantity of methyl oleate, linoleate, palmitate and stearate distilled during each distillation was found-

By dividing each of these weights by the molecular

weight of the particular ester, the mole fraction of each ester was determined.

With this information, it was possible to set up

a mole ratio among the esters and by dividing each of these values by the lowest whole number a common ratio was developed. At this point it was necessary to assume that glycerides are always as "mixed11 as possible; that is, the amount of simple triglycerides are at a minimum.

With this information in mind,

the glycerides contained in each solvent extraction fraction were reconstructed from the data obtained from the esters separated in the distillations.

The results of the application of this

method of analysis of glycerides are included in Tables XXXVII to T.TYT inclusive.

132

V.

DISCUSSION AND INTERPRETATION OP RESULTS A.

The Effect of Solvent Extraction

Extracting the oil with a solvent in which the glycerides were only slightly soluble was undertaken to produce separation of the glycerides into fractions.

The selection of the proper

solvent in the extraction of glycerides depends on the effect or "kind" of separation desired. If a separation into fractions of the same molecular weight is desired, then a solvent which will bring about this effect must be selected.

However, if a separation by molecular

type, that is, on the basis of some particular group or structure of the molecules, is the object of the extraction, then a solvent which will bring about this effect must be chosen.

Of course, it

must be remembered that good separation in both molecular weight and molecular type cannot be accomplished with the same solvent. In this research, molecular type was more important than molecular weight since all the glycerides contained in olive oil were considered to have very nearly the same molecular weight, while it was expected that the difference in molecular type would be sufficient to allow a separation by extraction with 95 per cent ethanol.

In addition, this solvent is comparatively cheap and

has a sufficiently low boiling point to allow it to be stripped from the solvent extraction fractions without causing any chemical changes in the glycerides as the result of application of heat. The fact that the oil was separated into glyceride

133

fractions possessing different solubilities can be clearly demon­ strated.

An examination of the data contained In Table I reveals

a decided decrease of the refractive index from 1.4.613, the value of the initial fraction, to the final fraction with an inr?4

1.56

146

165

224

2.0

1.4408

AFQ5

1.35

146

185

227

2.0

1.4413

AF06

1.33

147

164

225

2.0

1*4413

AF07

1.56

146

163

225

2.0

1*4416

AF08

1.46

147

162

225

2.0

1.4420

AF09

1.51

146

180

224

2.0

1.4421

AEOlO

1.30

146

183

227

2.0

1.4420

AF011

1.20

146

185

228

2.0

1.4420

AF012

.41

146

190

2.32

2.0

1.4420

Holdup

*94

Residue

*30

TABLE m n i

DISTILLATION DATA OBTAINED fRQM THE FRACTIONAL DISTILLATION OF THE METHIL ESTERS OF THE FATTX ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION INACTIONS 0-65 AND 0-66

Number

Weight

*H

TJ

TP

P

• S

AG01

0*98 gnu

137°C.

186°G.

220°C.

2.0 am. 1.4333

AG02

1.10

132

186

999

2.0

1.4384

AG03

1.58

131

186

221

2.0

1.4412

AG04

1.41

132

187

222

2.0

1.4422

AGO 5

1.40

138

189

225

2.0

1.4422

AG06

1.27

138

188

230

2*0

1.4423

AG07

1.25

143

190

231

2.0

1.4422

AGOS

1.26

144

190

228

2.0

1.4422

AG09

1.12

145

191

230

2.0

1.4421

AG010

1.23

144

194

234

2.0

AG011

1.09

132

197

235

2.0

1.4419

AG012

•47

130

198

240

2.0

1.4417

Holdup

•81

Residue

.41

i

1.4421

TABLE XXXIV DISTILLATION BATA OBTAINED FROM THE IRACTIONAL DISTILLATION OF THE METHYL ESTERS OF THE FATTY ACIDS CONTAINED IN THE COMBINED SOLVENT EXTRACTION FRACTIONS 0-6? AND 0-68

Vumber

Weight

’h

*P

TJ

P

n 45 * D

AH01

0.72 gnu

132°C.

188°C.

225°C.

2.0 an. 1.4339

AH02

1.23

134

189

226

2.0

1.4397

AH03

1.08

127

189

227

2.0

1.4418

AHQ4

1.04

133

189

228

2.0

1.4422

AH05

1.13

132

189

228

2.0

1.4422

AH06

1.31

133

189

230

2.0

1.4422

AH07

1.28

127

190

240

2.0

1.4421

AH08

1.62

132

193

241

2.0

1*4420

AH09

1.00

133

193

242

2.0

1.4418

AH010

.51

126

194

245

2.0

1.4420

Holdup

.91

Residue

1.38

/