Fluoromethyl sulfides, from

The reaction is carried out in a stainless steel bomb. The reactants are slowly warmed from — 78 to 25°C.96 With a fivefold excess of chlorine monofluoride at room temperature, bisftri-fluoromethyl) sulfide gives a mixture of cis- and tr 7 .v-isomers (CF3)2SF4 (43 %) and the cleavage product CF3SF4C1 (25%).97... 

Oxidation. Huoromethyl /7-tolyl sulfide, which can be oxidized to fluoromethyl /7-tolyl sulfoxide with (V-bromo-succinimide in methanol, is synthesized by the reaction of chloromethyl />-tolyl sulfide with potassium fluoride in the presence of 18-crown-6 (eq 11). Chloromethyl />-tolyl sulfoxide can be S3mthesized by a one-pot operation from methyl />-tolyl sulfide with silver(I) nitrate and sulfuryl chloride via the intermediacy of chloromethyl p-tolyl sulfide (eq 12). ... 

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