A method of separation of the unsaponifiable matter of marine animal oils has been developed, using the technique of flowing chromatography. Four fractions were obtained by the successive use of light petroleum, methylene chloride, ethyl ether, and methanol with a column of alumina. On the basis of these studies, the hypothesis is proposed that the substances occurring in any one fraction are of similar chemical structure.
Alcohol-insoluble matter 27.9 27.7 Synthetic detergent 23.4 23.3 Soap 46.6 46.5 Chlorides 2.1 2.2Fatty matter 0.0 0.0 are sodium salts of alkyl aryl sulfonates; D is the sodium salt of a sulfonated amide of a straight-chain fatty acid; E is the sodium salt of a sulfonated straight-chain hydrocarbon.In order to guard against the possibility that results obtained by the proposed method on a mixture in bar form, as opposed to mixtures reported in Table II, might be incorrect, an additional sample of known composition made up in bar form was analyzed. The results as given in Table 111 are of satisfactory accuracy. The figures given are on the anhydrous basis.
Variations from 8.15 to 0.96 per cent in the glycerol yield from twelve dogfish (Squalus suckleyi) liver oils are reported and shown to be inversely related to their 7.6 to 34.3 per cent yield of unsaponifiable matter, or, better, to their 6 to 31 per cent yield of glyceryl ethers. The glycerol determinations are confirmed by an independent method involving a comparison of the hydroxyl group and replaceable hydrogen contents of the hydrolyzed oils.
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