The mechanism of the aqueous perchloric acid isomerization of oleic acid to γ‐stearolactone | Zendy

Shepherd Ian S. | Zendy; Showell John S. | Zendy

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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.

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