TriFluoronitroso methane

Perfiuorinated methyl radicals add to NO to form trifluoronitroso-methane, CF3NO, which is a blue gas... 

Trifluoronitroso methane, obtained by the action of fluorine on silver cyanide in the presence of silver nitrate, is a bright blue gas, fairly stable chemically. It melts at — 150° C., boils at — 80° C. and has an unpleasant odour. 

All other products observed in reactions R + NO can be considered to be a result of adding radicals and NO to the initial monomer product. For instance, photolysis of trifluoronitroso methane produces N,N-bis-trifluoremethylhydroxylamine nitrite... 

The A -nitrososulfonamide 70 was shown to be a convenient reagent for radical trifluoromethylation. UV irradiation of lb with 70 in the presence of diacetyl as a sensitizer led to 38b in 51 % yield (Table 1, entry 8). Distinct advantage of this method is easy handling of the solid 70 instead of gaseous CF3I or of the quite unstable bis(perfluoro-aIkanoyl)peroxides. 70 is assessable from trifluoronitroso-methane 69 in a one-pot procedure [35]. Te(CF3)2 was also used as a trifluoromethyl radical source for trifluoromethylation. The reaction proceeded under UV irradiation and led to a 25 1 mixture of pyrroles lb and 2b (Table 1, entry 9) [36]. 

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