Issue 21, 1970

Steric effects in the nucleophilic versus general base-catalysed intramolecular carboxy-group-assisted solvolysis of esters

Abstract

Intramolecular participation by carboxylate anion in the solvolysis of the hindered ester 2-carboxyphenyl mesitoate in anhydrous methanol, occurs entirely by a nucleophilic mechanism in contrast to aspirin which previously has been shown to involve the kinetically equivalent general base mechanism.

Article information

Article type
Paper

J. Chem. Soc. D, 1970, 1389-1390

Steric effects in the nucleophilic versus general base-catalysed intramolecular carboxy-group-assisted solvolysis of esters

H. D. Burrows and R. M. Topping, J. Chem. Soc. D, 1970, 1389 DOI: 10.1039/C29700001389

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