D. N. Kevill, M. J. D’Souza
1999
Citations
0
Influential Citations
20
Citations
Journal
Collection of Czechoslovak Chemical Communications
Abstract
The specific rates of solvolysis of benzenesulfonyl chloride and three 4-substituted derivatives can be very well correlated using the extended Grunwald-Winstein equation, with incorporation of N T solvent nucleophilicity and Y Cl solvent ionizing power values. In two instances, it was shown that almost identical correlations were obtained after the incorporation of methyl groups into the 2- and 6-positions of the benzene ring. No evidence was found for a dissociative (S N 1) mechanism or for a duality of mechanism. All of the results can be rationalized in terms of a concerted bimolecular displacement (S N 2) mechanism, involving attack by solvent at sulfur.