44
OILS
constituents of most oils and fats, but latterly there have been recognized as widely distributed trilinolin, the glyceride of linolic acid, and trilinolenin, the glyceride of linolenic acid. The two last-named glycerides are characteristic of the semi drying and drying oils respectively. In addition to the fatty acids mentioned already there occur also, although in much smaller quantities, other fatty acids combined with glycerin, as natural glycerides, such as the glyceride of butyric acid in butterfat, of caproic, caprylic and capric acids in butter-fat and in coco-nut oil, lauric acid in coco-nut and palm-nut oils, and myristic acid in mace butter. These glycerides are, therefore, characteristic of the oils and fats named.
In the classified hst below the most important fatty acids occurring in oils and fats are enumerated (cf. Waxes, below).
Oils and fats must, therefore, not be looked upon as definite chemical individuals, but as representatives of natural species which vary, although within certain narrow limits, according to the climate and soil in which the plants which produce them are grown, or, in the case of animal fats, according to the climate, the race, the age of the animal, and especially the food, and also the idiosyncrasy of the individual animal. The oils and fats are distributed throughout the animal and vegetable kingdom from the lowest organism up to the most highly organized forms of animal and vegetable life, and are found in almost all tissues and organs. The vegetable oils and fats occur chiefly in the seeds, where they are stored to nourish the embrj'O, whereas in animals the oils and fats are enclosed mainly in the cellular tissues of the intestines and of the back.
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Boiling-point.
Melting-point. "C.
Characteristic of
mm.
°C.
Pressure.
I. Acids of the Acetic series CnHjnOz
Acetic acid
C2H.O2
760
119
17
Spindle-tree oil, Macassar oil
Butyric acid .......
C.H8O2
760
162-3
-6-5
Butter fat, Macassar oil
Isovaleric acid
CsHioOa
760
173-7
-51
Porpoise and dolphin oils
Caproic acid
C6H12O2
770
202-203
-8
/ Butter fat, coco-nut oil,
Caprylic acid
C8H16O2
761
236-237
16-5
I palm nut oil
Capric acid
C10H20O2
760
268-270
31-3
Lauric acid
C12H24O2
100
225
43-6
Laurel oil, coco-nut oil
Myristic acid
CuHoaO^
100
250-5
53-8
Mace butter, nutmeg butter
Isocetic acid (?)
C16H30O2
55
Purging nut
Palmitic acid
C16H32O2
100
271-5
62-62
Palm oil, Japan wax, myrtle wax, lard, tallow, &c.
Stearic acid
CigHaeOj
100
291
69-32
Tallow, cacao butter, &c.
Arachidic acid
C20H 4002
77-0
Arachis oil
Behenic acid
C22H44O2
83-84
Ben oil
Lignoceric acid
C24H48O2
80-5
Arachis oil
II. Acids of the Acrylic or Oleic series CnHa^sOj
Tiglic acid
C5H8O2
760
198-5
64-5
Croton oil
Hypogaeic acid
CeHsoOj
15
236
33-34
Arachis oil
Physetoleic acid
C16H30O2
30
Caspian seal oil
Oleic acid
C18H34O2
100
285-5-286
14
Most oils and fats
Rapic acid
C18H34O2
Rape oils
Erucic acid
C22H42O2
30
281
33-34
Rape oils, fish oils
III. Acids of the Linolic series C„H2n-i02
Linolic acid
C18H32O2
Maize oil, cotton-seed oil
Tariric acid
C18H32O2
50-5
Oil of Picramnia Camboita
Telfairic acid
C,8H3202
13
220-225
Koeme oil
Elaeomargaric acid
C18H32O2
48
Tung oil
IV. Acids of the cyclic Chaulmoogric series
C„H2, ^402
Hydnocarpic acid
Cl6H2802
59-60
/ Hydnocarpus, Lukrabo and ) Chaulmoogra oils
Chaulmoogric acid
C18H32O2
20
247-248
68
V. Acids of the Linolenic series Ct.H2, ^602
Linolenic acid
C18H 3002
f Linseed oil
Isolinolenic acid
C18H30O2
VI. Acids of the series CnH2n-802
Clupanodonic acid
C18H28O2
(liquid)
Fish, liver and blubber oils
VII. Acids of the Ricinolelc series CnH2„ 203
Ricinoleic acid
C18H34O3
15
250
4-5
Castor oil
Quince oil acid
C18H34O3
Quince oil
VIII. Dihydroxylated acids of the series C„H2„04
Dihydroxystearic acid
C18H36O4
141-143
Castor oil
IX. Acids of the series C^H.^-^O, -
Japanic acid
C22H42O4
117-7-117-9
Japan wax
Up to recently the oils and fats were looked upon as consisting in the main of a mixture of triglycerides, in which the three combined fatty acids are identical, as is the case in the above named glycerides. Such glycerides are termed " simple glycerides." Recently, however, glycerides have been found in which the glycerin is combined with two and even three different acid radicals; examples of such glycerides are distearo-olein, C3H5(0-Ci8H360)2, (O-CisHssO), and stearo-palmito-olein, C3H5(0-Ci8H350) (0-C,6H3iO) (0-C,8H330). Such glycerides are termed " mixed glycerides." The glycerides occurring in natural oUs and fats differ, therefore, in the first instance by the different fatty acids contained in them, and secondly, even if they do contain the same fatty acids, by different proportions of the several simple and mixed glycerides.
Since the methods of preparing the vegetable and animal fats are comparatively crude ones, they usually contain certain impurities of one kind or another, such as colouring and mucilaginous matter, remnants of vegetable and animal tissues, &c. For the most part these foreign substances can be removed by processes of refining, but even after this purification they still retain small quantities of foreign substances, such as traces of colouring matters, albuminoid and (or) resinous substances, and other foreign substances, which remain dissolved in the oils and fats, and can only be isolated after saponification of the fat. These foreign substances are comprised in the term " unsaponifiable matter." The most important constituents of the " unsaponifiable m.after " are phytosterol C26H440 or C27H440(?), and the isomeric
cholesterol. The former occurs in all oils and fats of vegetable