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Thermal oxidation of mono‐unsaturated short chain fatty acids: II. Methyl hexenoate, hexenoic acid, and octenoic acid
Author(s) -
Whitlock Carol B.,
Nawar W. W.
Publication year - 1976
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/bf02586316
Subject(s) - chemistry , side chain , long chain , fatty acid , organic chemistry , unsaturated fatty acid , stereochemistry , polymer , polymer science
Samples of methyl 3‐hexenoate, methyl 2‐hexenoate, 3‐hexenoic, and 3‐octenoic acid were oxidized and their decomposition products analyzed. Certain aldehydes, ketones, shorter chain acids or esters, hydroxy‐derivatives, and dimers were found among the oxidation products of all four substrates. Epoxyesters and 4‐oxo‐derivatives were major products from the esters but absent in the case of the acids. 3‐heptene and 5‐undecene were unique for 3‐hexenoic and 3‐octenoic acids, respectively. Reaction mechanisms are proposed for the formation of these products.