Issue 10, 1973

Evidence consistent with an elimination mechanism in the hydrolysis of aryl N-methylamino-sulphonates

Abstract

pH-independent rate constants for hydrolysis of the title esters obey a Brønsted relationship with β– 1·85; participation of an elimination mechanism involving MeN[double bond, length half m-dash]SO2 intermediate is consistent with the above data (indicating considerable SO bond cleavage in the transition state) with the absence of a glycine buffer effect, and with a 108 fold greater reactivity of the 4-nitrophenyl ester compared with the dimethylamino-ester to reaction with hydroxide ion.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1973, 356-356

Evidence consistent with an elimination mechanism in the hydrolysis of aryl N-methylamino-sulphonates

K. T. Douglas and A. Williams, J. Chem. Soc., Chem. Commun., 1973, 356 DOI: 10.1039/C39730000356

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