Formation of 1, 1, 1-trimethyl-N-sulfinylsilanamine from the direct reaction of sulfur dioxide with hexamethyldisilazane

The direct, facilq reaction between sulfur dioxide and the common silylating agent hexamethyldisilazane (HMDS) resulting in the formation of 1, 1, 1-trimethyl-N-sulfinylsilanamine, (CH3)3 Si—N=S=0 (1), has not previously been reported, although sulfur dioxide is known to react with bis-(trimethylsilyl)diimine1 and Me3SiHgSiMe32 to form the unstable bis(trimethylsilyl) sulfoxylate (CH3)3 Si—O—S—O—Si(CH3)3 (2). Compound 1 was first made in 1966 from the reaction of tris(trimethylsilyl)amine with thionyl chloride at 70 °C in the presence of A1C13 catalyst.3 Since that time a number of other synthetic methods have also been reported for its formation.4-8 It should be noted that the germanium. © 1980, American Chemical Society. All rights reserved.

Duke Scholars

Author Leonard D. Spicer Radiology