The reaction of methyl sterculate and malvalate with silver nitrate‐silica gel and its use as a basis for the estimation of cyclopropene fatty acids
- 1 July 1967
- Vol. 2 (4), 316-322
- https://doi.org/10.1007/bf02532118
Abstract
When in contact with silver nitratesilica gel, methyl esters of cyclopropene fatty acids undergo ring opening to yield pairs of isomers with methylene, hydroxymethyl, or nitratomethyl side-chains at the original ring positions. Thus the main products from methyl sterculate were the methyl 9 (or 10)-methylene octadec-10 (or 8)-enoates, and, in lesser quantities, the methyl 9 (or 10)-(nitratomethyl)-octadec-9-enoates and the methyl 9 (or 10)-(hydroxymethyl)-octadec-9-enoates. Hydrogenation quantitatively converted this mixture of isomeric pairs to a mixture of methyl 9- and methyl 10-methyloctadecanoates. Chromatography on silver nitrate-silica gel, followed by gas chromatography of the hydrogenated products, has been used as the basis of a new method for estimating individual cyclopropene and cyclopropane acids in lipids.This publication has 15 references indexed in Scilit:
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