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Shifting of the double bond in methyl oleate during hydrogenation
Author(s) -
Knegtel J. T.,
Boelhouwer C.,
Tels M.,
Waterman H. I.
Publication year - 1957
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/bf02638278
Subject(s) - isomerization , double bond , acetic acid , catalysis , chemistry , degradation (telecommunications) , ozone , nickel , catalytic hydrogenation , organic chemistry , photochemistry , medicinal chemistry , telecommunications , computer science
Summary The displacement of the double bond of methyl oleate during hydrogenation with a nickel‐kieselguhr catalyst at 180°C. was investigated, particularly with respect to the analysis of dicarboxylic acids, obtained either by oxidation of the reaction products with KMnO 4 in acetic acid or by means of ozone. In the oxidation experiments with KMnO 4 a considerable degradation of lower molecular dicarboxylic acids occurs that makes a quantitative analysis of the isomerization phenomena uncertain. According to the ozonization experiments an equal migration of the double bond in both directions, toward and opposite the ester group, takes place.