Collect. Czech. Chem. Commun. 1999, 64, 1601-1606

Ring-Chain Tautomerism. Part 10. The Reaction of Oxocarboxylic Acids with Diazodiphenylmethane

Keith Bowdena,*, Milica M. Mišić-Vukovićb and Richard J. Ransona

a Department of Biological and Chemical Sciences, Central Campus, University of Essex, Wivenhoe Park, Colchester, Essex CO4 3SQ, U.K.
b Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Beograd, Karnegijeva 4, POB 494, 11001 Beograd, Yugoslavia


The rate coefficients for the esterification of a series of oxocarboxylic acids with diazodiphenylmethane have been determined in ethanol or 2-methoxyethanol at 30.0 °C. These and the rates of reaction with model compounds have been used to estimate the equilibrium constants for ring-chain tautomerism for the oxocarboxylic acids.

Keywords: Ring-chain tautomerism; Diazodiphenylmethane; Esterification; Reaction kinetics; Equilibrium constants.