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 Δ4,5 position and intramolecular carboxylic acid‐olefin, esterification occurs to yield γ‐stearolactone.
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Shepherd et al. (1969) studied this question.
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