Issue 16, 1969

Intramolecular nucleophilic keto-group participation in ester solvolysis

Abstract

A rate-determining intramolecular nucleophilic attack by the conjugate base of the solvated ketocarbonyl group upon the ester carbonyl group of 2-acetylphenyl mesitoate greatly facilitates solvolysis and, in anhydrous methanol, results in acetal formation under basic conditions.

Article information

Article type
Paper

J. Chem. Soc. D, 1969, 904-905

Intramolecular nucleophilic keto-group participation in ester solvolysis

H. D. Burrows and R. M. Topping, J. Chem. Soc. D, 1969, 904 DOI: 10.1039/C29690000904

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