Perfluoroalkyl derivatives of sulphur. Part XVIII. Reactions of polyfluoroiodoalkanes with sodium methanethiolate in the presence of dimethyl disulphide, and related reactions

Abstract

Reaction of sodium methanethiolate with polyfluoroiodoalkanes in the presence of dimethyl disulphide in dimethyl sulphoxide as solvent gives the corresponding methyl polyfluoroalkyl sulphides in high yield (ca. 80%); optimum conditions for the reaction involving heptafluoro-1-iodopropane have been determined. The reaction also works in the absence of the disulphide (yields ca. 70%) and on replacement of the disulphide by dimethyl sulphide. The reactions of heptafluoro-1-iodopropane with sodium ethanethiolate in the presence of and in the absence of diethyl disulphide and the preparation of some alkyl perfluoroalkyl sulphoxides are also described.