Abstract
[36457-58-6] C8H8F3NO2S (MW 239.22) InChI = 1S/C8H8F3NO2S/c9-8(10,11)15(13,14)12-6-7-4-2-1-3-5-7/h1-5,12H,6H2 InChIKey = IJHVVEQTOXFGCL-UHFFFAOYSA-N (reagent for the introduction of nitrogen by the Gabriel or Mitsunobu methods) Alternate Name: N-benzyltrifluoromethanesulfonamide. Physical Data: colorless solid, mp 44–46 °C. Solubility: most organic solvents. Form Supplied in: commercially available as colorless solid. Purification: crystallization from CHCl3–hexane.1 Preparative Methods: 1 triflic anhydride (1 equiv) in dichloromethane is added slowly to a stirred solution of benzylamine (1 equiv) in dichloromethane at 0 °C. After 1 h at 20 °C, the solution is washed with 10% HCl and water then dried (Na2SO4) and evaporated to give ca. 90% of N-benzyl triflamide as a colorless solid. Crystallization from CHCl3–hexane secures the pure product, δH (CDCl3) 7.26 (5H, s), 5.23 (1H,s), and 4.37 (2H, s). Handling, Storage, and Precautions: the compound is a stable solid; no hazards associated with its handling have been reported. Fluoromethanesulfonamides, in general, are known to possess herbicidal and anti-inflammatory properties.
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