Ring–chain tautomerism. Part II. Methyl esters of 2-acyl-and 2-aroyl-benzoic acids
Abstract
The equilibrium constants for ring–chain tautomerism in a series of methyl 2-acylbenzoates, catalysed by acid and base in methanol, have been determined by use of 1H n.m.r. and g.l.c. methods. The rate coefficients have been measured for the interconversion of the normal (chain) and pseudo (ring) esters by acid-catalysis in methanol at 40·0°. The results are related to the effects of the substituents.