The SN3–SN2 spectrum. Rate constants and product selectivities for solvolyses of benzenesulfonyl chlorides in aqueous alcohols

TW Bentley, RO Jones, DH Kang…

Index: Bentley, T. William; Jones, Robert O; Kang, Dae Ho; Koo, Sun Journal of Physical Organic Chemistry, 2009 , vol. 22, # 9 p. 799 - 806

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Citation Number: 16

Abstract

Abstract Rate constants for a wide range of binary aqueous mixtures and product selectivities (S) in ethanol–water (EW) and methanol–water (MW) mixtures, are reported at 25 C for solvolyses of benzenesulfonyl chloride and the 4-chloro-derivative. S is defined as follows using molar concentrations: S=([ester product]/[acid product])×([water solvent]/[alcohol solvent]). Additional selectivity data are reported for solvolyses of 4-Z- ...