The Reactions of Polychloroethanes with Phenolate and Benzenethiolate Ions in Dipolar Aprotic Solvents

Abstract

Abstract The reactions of several gem- and vic-polychloroethanes containing 3–5 Cl atoms with PhONa in dimethyl sulfoxide and with PhSNa in N,N-dimethylformamide were examined. Either the mono-, di-, or tetra-substituted compounds of polychloroethylenes were obtained as the main products, depending on the kinds of substrates as well as on the amounts of the bases. The reaction products from polychloroethylenes with 2–4 Cl atoms were also examined under similar conditions for the sake of comparison. Reasonable reaction paths leading to these products were given.