Issue 8, 1973

Aspects of tautomerism. Part IV. A kinetic study of the dimerization reaction of pseudo-acid chlorides

Abstract

The kinetics of dimerization of 4′-substituted- and unsubstituted o-benzoylbenzoyl chlorides, with iodide ion can be described by the expression, rate =k2[acid chloride][iodide]. The ρ value for the reaction in dimethylformamide solution is –0·38. The entropy of activation for the reaction is –34·2 cal mol–1 K–1 and the activation energy is 10·7 kcal mol–1. These results have been interpreted as evidence for the formation of pseudo-iodide in the rate-determining step and its fast decomposition to radicals which combine to give a mixture of stereoisomeric dilactones.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1973, 1158-1160

Aspects of tautomerism. Part IV. A kinetic study of the dimerization reaction of pseudo-acid chlorides

M. V. Bhatt and M. Ravindranathan, J. Chem. Soc., Perkin Trans. 2, 1973, 1158 DOI: 10.1039/P29730001158

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