Journal of Fluorine Chemistry p. 379 - 402 (1982)
Update date:2022-08-17
Topics:
Bechtold, Thomas
Eingelbrecht, Alfred
The synthesis of a perfluoroalkyl derivative of sulfanuric acid was attempted via the thermal decomposition of a) F3CSO2NPCl3 to yield OPCl3 as a byproduct, b) F3CSON3 to give the desired product by splitting off elemental nitrogen.However F3CSO2NPCl3 unexpectedly is stable up to 500 deg, when it looses mainly the F3C-group.Trifluoromethane sulfinic acidazide, F3CSON3, which we synthesised from the acid chloride and NaN3 at -40 deg starts to decompose as expected around -10 deg forming as the primary intermediate F3CSON, which can be formulated containing a S-N triple bond, and which proved to be extremely reactive.This trifluoromethan-sulfur oxide nitride oligomerizes spontaneously, or in presence of suitable compounds can be captured to yield various new compounds.With acetonitril a dithiatriazin is formed, with F3CSON3 an explosive sulfonimidoyl-azide, with trimethylsilyl azide, N-trimethylsilyl-trifluoromethan-sulfonimidoyl chloride.F3CSOCl yields an N-substituted sulfonimidoyl chloride in two diastereomeric forms.
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