title: 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.
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.
authors.affiliation: Division of Food Preservation, Commonwealth Scientific and Industrial Research Organization, Ryde, N.S.W., Australia.
authors.forename: A R
authors.initials: AR
authors.lastname: Johnson
authors.forename: K E
authors.initials: KE
authors.lastname: Murray
authors.forename: A C
authors.initials: AC
authors.lastname: Fogerty
authors.forename: B H
authors.initials: BH
authors.lastname: Kennett
authors.forename: J A
authors.initials: JA
authors.lastname: Pearson
authors.forename: F S
authors.initials: FS
authors.lastname: Shenstone