Fluorination of perfluoroalkylsulfenyl chlorides,perfluorodialkyl disulfides and perfluorodialkyl sulfides with chlorine monofluoride |
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Authors: | Takashi Abe Jeanne M Shreeve |
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Institution: | Department of Chemistry, University of Idaho, Moscow, Idaho 83843 U.S.A. |
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Abstract: | In reactions with perfluoroalkylsulfenyl chlorides (RfSCl; Rf = F3, C2F5, n-C3F7, n-C4F9) and perfluoroalkyl disulfides (RfSSRf′; Rf = Rf′ = CF3, Rf = CF3, Rf′ = C2F5) at 25°, chlorine monofluoride acts primarily as a chlorinating and fluorinating reagent to give the corresponding perfluoroalkylsulfur chloride tetrafluorides, RfSF4Cl, in good yields. However, small amounts of perfluoroalkylsulfur pentafluorides, RfSF5, are also obtained. A mixture of the cis and trans isomers of bis(trifluoromethyl)sulfur tetrafluoride and of trifluoromethyl pentafluoroethylsulfur tetrafluoride has been formed by the reaction of the corresponding bis(perfluoroalkyl) sulfides and chlorine monofluoride. The new perfluoroalkylsulfur chloride tetrafluorides are colorless, unpleasant smelling liquids. The infrared, mass and 19F NMR spectral data, as well as thermodynamic and elementary analysis data, are given for the new compounds. |
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