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The mechanism of the aqueous perchloric acid isomerization of oleic acid to γ‐stearolactone
Author(s) -
Shepherd Ian S.,
Showell John S.
Publication year - 1969
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/bf02544372
Subject(s) - oleic acid , chemistry , perchloric acid , intramolecular force , carboxylic acid , intermolecular force , isomerization , aqueous solution , double bond , olefin fiber , yield (engineering) , organic chemistry , catalysis , biochemistry , molecule , materials science , metallurgy
The migration of the double bond in the reaction of oleic acid with aqueous 67% deuteroperchloric acid occurs by the reversible intermolecular esterification of carboxylic acid by olefin; when a double bond reaches the Δ 4,5 position and intramolecular carboxylic acid‐olefin, esterification occurs to yield γ‐stearolactone.