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The elaidinization of methyl oleate with mercaptans
Author(s) -
Kircher H. W.
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/bf02654812
Subject(s) - isomerization , double bond , chemistry , methyl oleate , photochemistry , reaction conditions , methyl group , medicinal chemistry , organic chemistry , group (periodic table) , catalysis
Methyl oleate is transformed into methyl elaidate by mercaptans. The equilibrium mixture, containing 77% elaidate, can be obtained from either isomer. A concomitant, although much slower reaction, is the addition of the sulfhydry group to the double bond of either ester. The effects of numerous reaction conditions on the extent and rate of the isomerization are given. The reaction is presented as an incipient addition of the mercaptan to the double bond, as a reversible thiyl radical attack on one of the unsaturated carbon atoms.