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Synthesis 1986; 1986(2): 132-133
DOI: 10.1055/s-1986-31496
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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.
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Publication Date:
20 August 2002 (online)

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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.