Mass Spectra of Silanes. Multiple Rearrangements and Bonding to Silicon

Authors

Donald R. Dimme, Marquette University
Charles Wilkie, Marquette UniversityFollow
Francisco Ramon, Marquette University

Document Type

Article

Language

eng

Publication Date

8-1972

Publisher

American Chemical Society

Source Publication

The Journal of Organic Chemistry

Source ISSN

0022-3263

Abstract

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.

Comments

The Journal of Organic Chemistry, Vol. 37, No. 17 (August 1972): 2665-2669. DOI.

Recommended Citation

Dimme, Donald R.; Wilkie, Charles; and Ramon, Francisco, "Mass Spectra of Silanes. Multiple Rearrangements and Bonding to Silicon" (1972). Chemistry Faculty Research and Publications. 801.
https://epublications.marquette.edu/chem_fac/801