Synthesis 1986; 1986(2): 132-133
DOI: 10.1055/s-1986-31496
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Nitro-trimethylsilyl-acetylene

Robert J. Schmitt* , Clifford D. Bedford
  • *Physical Organic Chemistry Department, SRI International, 333 Ravenswood Avenue, Menlo Park, California 94025, U. S. A.
Further Information

Publication History

Publication Date:
20 August 2002 (online)

A practical, one step, high yield synthesis of nitro-trimethylsilyl-acetylene (1), by treating bis[trimethylsilyl]acetylene with nitronium tetrafluoroborate in dichloromethane is described. Compound 1 was also obtained (in low yield) when bis-trimethylsilylacetylene was treated with nitryl fluoride in dichloromethane; the major reaction products resulted from addition of nitryl fluoride across the triple bond.