Trifluoromethylthiobenzene

Uses

Phenyl trifluoromethyl sulfide may be used in the preparation of:

• sulfoxides, dithiane dioxide, and dithiolane dioxide via iron-catalyzed oxidation of sulfides, dithiane, or dithiolane with hydrogen peroxide
• benzophenone hydrazone derivatives
• trifluoro- and difluoromethylsilanes by reductive coupling of fluoromethyl sulfones, sulfoxides and sulfides with chlorosilanes

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 4047, 1985 DOI: 10.1021/jo00221a017
Synthesis, p. 721, 1975 DOI: 10.1055/s-1975-23905

General Description

Phenyl trifluoromethyl sulfide (PTFMS) is an aryl trifluoromethyl sulfide. PTFMS with (triethylgermyl)sodium forms a reagent system that has been employed for the trifluoromethylation of certain imines. The reaction between OH radical and PTFMS has been analyzed using pulse radiolysis technique and quantum chemical calculations.