Solvolytic reactions in fluorinated alcohols. Role of nucleophilic and other solvation effects

TW Bentley, G Llewellyn, ZH Ryu

Index: Bentley, T. William; Llewellyn, Gareth; Ryu, Zoon Ha Journal of Organic Chemistry, 1998 , vol. 63, # 14 p. 4654 - 4659

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Citation Number: 51

Abstract

Rate constants and products for solvolyses of chlorodiphenylmethane (Ph2CHCl) and p- methoxybenzyl chloride in 2, 2, 2-trifluoroethanol (TFE)/water and TFE/ethanol are reported, along with additional kinetic data for solvolyses of tert-butyl and other alkyl halides (RX) in 97% w/w TFE/water and in 97% w/w hexafluoropropan-2-ol/water (HFIP). Results are discussed in terms of the solvent ionizing power (Y) and the solvent nucleophilicity (N), ...