Mass Spectra of Silanes. Multiple Rearrangements and Bonding to Silicon
American Chemical Society
The Journal of Organic Chemistry
The mass spectra of mono-, bis-, tris-, and tetrakis(trimethylsily1)methanes and chloromethanes have been compared. The spectra of the silanes show little or no molecular ion and a base peak corresponding to loss of a methyl group. The or-chlorinated silanes all exhibit a base peak of the m/e 73 (Me3Si), in addition to fragments which contain Cl-Si bonds. A rearrangement process involving a chlorine migration from carbon to silicon and a methyl migration from silicon to carbon is proposed. Three such rearrangements occur in the fragmentation of trichloro(trimethylsily1)methane (11). Several allyl type siliconium ions appear to be present. Mechanisms are proposed for the various fragmentation reactions.