Perfluoroalkyl derivatives of sulphur. Part XIX. Reaction of fluoro-olefins with fluoride ion in the presence of dimethyl disulphide, and related reactions

Abstract

Tetrafluoroethylene and chlorotrifluoroethylene react with caesium fluoride in the presence of dimethyl disulphide to give 1,2-bis(methylthio)-adducts and methyl pentafluoroethyl sulphide or 1-chlorotetrafluoroethyl methyl sulphide. Hexafluoropropene gives methyl tetrafluoro-1-trifluoromethylethyl sulphide and olefin telomers under comparable conditions. Pentafluoroethane is the only isolated product of the reaction of tetrafluoroethylene with caesium fluoride in the presence of dimethyl sulphide. The reactions of sodium methanethiolate with chlorotetrafluoroethylene and hexafluoropropene are also described.