Summary
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1.
A method was developed for the synthesis in good yield and in simple apparatus of dichloromethyl-vinyl- and dichloro(2-chlorovinyl)methyl-silanes by the high-temperature condensation of CH3SiHCl2 with vinyl chloride and with cis-l,2-dichloroethane respectively.
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2.
In the dehydrobromination of Cl3SiCHBrCH2Br, quinoline eliminates the β-bromine atom and aluminum chloride the α-bromine atom.
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3.
(1-Bromovinyl)- and (2-bromovinyl)-trimethylsilanes form reactive Grignard reagents in tetrahydrofuran.
Literature cited
C. L. Agre, J. Amer. Chem. Soc. 71, 300 (1949); 74, 3895 (1952).
A. D. Petrov, V. F. Mironov, and D. Komanich, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1957, 1939.
V. A. Ponomarenko, V. G. Cherkaev, A. D. Petrov, and N. A. Zadorozhnyi, Bull. Acad. Sci. USSR, Div. Chem. Sci. No. 2, 247 (1958).
A. D. Petrov, V. F. Mironov, and D. Mashantsker, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1956, 550.
C. L. Agre, W. Hilling, J. Amer. Chem. Soc. 74, 3899 (1952).
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Mironov, V.F., Petrov, A.D. Synthesis of vinyl- and 2-halovinyl-silanes. Russ Chem Bull 7, 767–769 (1958). https://doi.org/10.1007/BF00917295
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DOI: https://doi.org/10.1007/BF00917295