Vinylsilane refers to an
organosilicon compound with chemical formula CH
2=CHSiH
3. It is a derivative of
silane (SiH
4). The compound, which is a colorless gas, is mainly of theoretical interest.
Substituted vinylsilanes
More commonly used than the parent vinylsilane are vinyl-substituted silanes with other substituents on silicon. In the area of
organic synthesis
Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one o ...
, vinylsilanes are useful intermediates.
In the area of
polymer chemistry
Polymer chemistry is a sub-discipline of chemistry that focuses on the structures of chemicals, chemical synthesis, and chemical and physical properties of polymers and macromolecules. The principles and methods used within polymer chemistry are ...
and
materials science, vinyltrimethoxysilane or
vinyltriethoxysilane serve as
monomer
In chemistry, a monomer ( ; '' mono-'', "one" + '' -mer'', "part") is a molecule that can react together with other monomer molecules to form a larger polymer chain or three-dimensional network in a process called polymerization.
Classification ...
s and coupling agents.
Preparation
Vinylsilanes are often prepared by
hydrosilylation Hydrosilylation, also called catalytic hydrosilation, describes the addition of Si-H bonds across unsaturated bonds."Hydrosilylation A Comprehensive Review on Recent Advances" B. Marciniec (ed.), Advances in Silicon Science, Springer Science, 2009 ...
of
alkyne
\ce
\ce
Acetylene
\ce
\ce
\ce
Propyne
\ce
\ce
\ce
\ce
1-Butyne
In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. The simplest acyclic alkynes with only one triple bond and n ...
s. They can be made by the reaction of alkenyl lithium and
Grignard reagent
A Grignard reagent or Grignard compound is a chemical compound with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide ...
s with
chlorosilane
Chlorosilanes are a group of reactive, chlorine-containing chemical compounds, related to silane and used in many chemical processes. Each such chemical has at least one silicon-chlorine bond. Trichlorosilane is produced on the largest scale. The p ...
s. In some cases dehydrogenative silylation is another method.
References
{{Reflist
Carbosilanes
Monomers
Vinyl compounds