Evidence consistent with an elimination mechanism in the hydrolysis of aryl N-methylamino-sulphonates
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 10,p. 356
- https://doi.org/10.1039/c39730000356
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 MeNSO2 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.Keywords
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