ACID-CATALYSED HYDROLYSIS AND ALCOHOLYSIS OF 4-NITROPHENYL-N-ACETYL-PHENYLIMINOSULPHONATE

K. T. Douglas Department of Chemistry, University of Essex, Wivenhoe Park, Colchester, Essex, CO4 3SQ, U.K.; Department of Pharmacy, University of Manchester, Manchester, M13 9PL

J. P. Hallett Department of Chemistry, University of Essex, Wivenhoe Park, Colchester, Essex, CO4 3SQ, U.K.

F. M. Said Department of Chemistry, University of Essex, Wivenhoe Park, Colchester, Essex, CO4 3SQ, U.K.

J. G. Tillett Department of Chemistry, University of Essex, Wivenhoe Park, Colchester, Essex, CO4 3SQ, U.K.

Abstract

The acid-catalysed hydrolysis of the title compound (1) has been studied in aqueous (20% v/v) dioxane solutions of mineral acids. The kinetic data were analysed in terms of the Bunnett-Olsen approach, activation parameters and solvent isotope effects and were consistent with a bimolecular (A-2) mechanism. The kinetics and products of alcoholysis of 1 have also been investigated.

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ACID-CATALYSED HYDROLYSIS AND ALCOHOLYSIS OF 4-NITROPHENYL-N-ACETYL-PHENYLIMINOSULPHONATE

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ACID-CATALYSED HYDROLYSIS AND ALCOHOLYSIS OF 4-NITROPHENYL-N-ACETYL-PHENYLIMINOSULPHONATE

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