Sulphonyl Halides and Sulphenes

Sulphonyl Halides and Sulphenes.—It is becoming clear that reactions of alkanesulphonyl chlorides in the presence of a tertiary amine are likely to give poor yields of simple sulphonation products, due to the formation of sulphenes (RCHaSOgCl RCH=SOa) and artefacts resulting from them. Electron-withdrawing groups in the substituent facilitate sulphene 

Sulphonyl Halides and Sulphenes.—Preparations of more than routine interest include the conversion of thioglycolic acid into dichloromethane-sulphonyl chloride by CU-conc. HCl and the conversion of sulphonyl chlorides into fluorides by ion-exchange chromatography.  

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