Premium
Hydrogenation of methyl linolenate. I. The formation of methyl isolinoleate on the hydrogenation of methyl linolenate
Author(s) -
Rebello Damascene,
Daubert B. F.
Publication year - 1951
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02646542
Subject(s) - chemistry , linolenate , linolenic acid , organic chemistry , catalysis , linoleic acid , solvent , polyunsaturated fatty acid , fatty acid methyl ester , oleic acid , methyl acetate , fraction (chemistry) , fatty acid , biodiesel , biochemistry
Summary A highly purified sample of methyl linoleate was prepared from linolenic acid obtained by debromination of hexabromostearic acid. The methyl linolenate was hydrogenated to varying degrees of saturation, using palladium on barium sulfate as the catalyst. Ethyl acetate was used as the solvent and all hydrogenations were conducted at room temperature and atmospheric pressure. The hydrogenated samples were analyzed for their fatty acid composition (as methyl esters). The relative reactivities of the various polyunsaturated acids towards hydrogenation were calculated and may be represented by the following whole numbers: oleic (including isooleic) acid, 1; isolinoleic acid, 5; linoleic, 27; linolenic, 27. A procedure was outlined for effecting a concentration of an isolinoleic acid (methyl ester) by low temperature crystallization. The fraction isolated contained 95.8% methyl isolinoleate.