N-Fluoro-N-t-butyl-p-toluenesulfonamide is a reagent for the fluorination of carbanions).
A solution of the N-alkyl-p-toluenesulfonamide in CFCl3/CHCl3 (1:1) at -78 °C is treated with fluorine (1-5%) in nitrogen (description of apparatus).
Solid can be stored in glass containers and is stable to moisture but becomes yellow at ambient temperatures over time with no significant change in fluorinating ability observed after several weeks. No significant decomposition was observed after freezer storage for one year. Reagent (4) decomposed with abrupt changes in temperature and pressure when heated above 180 °C in a closed pressure vessel. These reagents should be handled in a fume hood.
