title: Reversible and Irreversible ElcB Mechanisms in the Hydrolysis of 2,2,2-Trifluoroethanesulfonyl Chloride: Carbanion Intermediates in Aqueous Acid(1).
abstract: Hydrolysis of 2,2,2-trifluoroethanesulfonyl chloride (1) is shown to take place by way of the sulfene (CF(3)CH=SO(2)), formed by (a) an irreversible E1cB process over the pH range 1.8-5 with water acting as the carbanion-forming base in the lower pH range and hydroxide anion at higher pH, and (b) a reversible E1cB reaction in dilute acid.
authors.affiliation: Department of Chemistry, The University of Western Ontario, London, Ontario, Canada N6A 5B7.
authors.forename: James F.
authors.initials: JF
authors.lastname: King
authors.forename: Manjinder Singh
authors.initials: MS
authors.lastname: Gill