Premium
Menzation of mono ethenoid acids during hydrogenation
Author(s) -
Subbaram M. R.,
Youngs C. G.
Publication year - 1964
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/bf02673496
Subject(s) - chemistry , cis–trans isomerism , permanganate , structural isomer , double bond , silver nitrate , medicinal chemistry , iodate , silicic acid , organic chemistry , stereochemistry , iodide
Methyl petroselinate, methyl oleate, and methyl erucate were hydrogenated under conditions used in industry for selective hydrogenation. The resulting products were separated into saturated esters and trans ‐ and cis‐unsaturated esters on a silver nitrate impregnated silicic acid column. The positional isomers in the total hydrogenated samples and the cis and trans ‐fractions were determined by oxidation with permanganate‐per‐iodate and GLC analysis of the resulting di‐carboxylic fragments. Positional isomers were found in both trans and cis ‐fractions with equal shifting of the bond toward and away from the carboxyl group, regardless of whether the bond was originally in the 6,9, or 13 position. The ratio of trans to cis ‐form in the positional isomers in all cases was higher than the reported equilibrium proportions of 2:1.