Organosilicon chemistry. Part IV. The reaction of trimethylsilane with trifluoronitrosomethane

Abstract

The photolytic and platinum-catalysed reactions between trimethylsilane and trifluoronitrosomethane have been investigated. Gas-phase photolysis gives a 1 : 1 adduct believed to be N-trifluoromethyl-O-trimethylsilylhydroxylamine, and NN-bistrifluoromethyl-O-trimethylsilylhydroxylamine, in good yield. When both the gas and liquid phases are irradiated the major product is NN-bistrifluoromethyl-O-trimethylsilylhydroxylamine. The platinum-catalysed reaction gives the same 1 : 1 adduct, in high yield.

Pyrolysis of the 1 : 1 adduct, at 100° gives mainly trimethylfluorosilane; hydrolysis yields carbon dioxide, trimethylfluorosilane, and hexamethyldisiloxane. Hydrolysis of NN-bistrifluoromethyl-O-trimethylsilylhydroxylamine gives NN-bistrifluoromethylhydroxylamine and hexamethyldisiloxane.