Vinylsilane
{{Chembox
| ImageFile = Vinylsilane.svg
| ImageSize =
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| PIN = Ethenylsilane
| OtherNames = Vinyl silane
|Section1={{Chembox Identifiers
| CASNo = 7291-09-0
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = J8E4H47LQC
| PubChem = 81714
| SMILES = }}
|Section2={{Chembox Properties
| C=2|H=6|Si=1
| MolarMass =
| Appearance = colorless gas
| Density =
| MeltingPtC =
| BoilingPtC = -22.8
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|Section3={{Chembox Hazards
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Vinylsilane refers to an organosilicon compound with chemical formula CH2=CHSiH3. It is a derivative of silane (SiH4). The compound, which is a colorless gas, is mainly of theoretical interest.{{cite journal|title=Kinetics of the high-temperature thermal decomposition of silanes and alkylsilanes|author1=Ring, M. A. |author2=O'Neal, H. E. |author3=Rickborn, S. F. |author4=Sawrey, B. A.
|journal=Organometallics|year=1983|volume=2|issue=12
|pages=1891–4|doi=10.1021/om50006a038}}
Substituted vinylsilanes
More commonly used than the parent vinylsilane are vinyl-substituted silanes with other substituents on silicon. In the area of organic synthesis, vinylsilanes are useful intermediates.{{cite journal|title=The electrophilic substitution of allylsilanes and vinylsilanes
|author1=Fleming, Ian |author2=Dunogues, Jacques |author3=Smithers, Roger
|journal=Organic Reactions
|year=1989
|volume=37
|pages=57–575
|doi=10.1002/0471264180.or037.02|isbn=0471264180
}}
Image:Vinyltriethoxysilane.png
In the area of polymer chemistry and materials science, vinyltrimethoxysilane or vinyltriethoxysilane serve as monomers and coupling agents.
Preparation
Vinylsilanes are often prepared by hydrosilylation of alkynes. They can be made by the reaction of alkenyl lithium and Grignard reagents with chlorosilanes. In some cases dehydrogenative silylation is another method.{{cite journal|author1=Lu, B. |author2-link=John R. Falck|author2=Falck, J. R.|title=Iridium-Catalyzed (Z)-Trialkylsilylation of Terminal Olefins|journal=J. Org. Chem.|year=2010|volume=75|issue=5 |pages=1701–1705|doi=10.1021/jo902678p|pmc=2830331|pmid=20136153}}