Vinyltrimethylsilane NEW

Appearance and properties: transparent colorless liquid

Density: 0.69 g/mL at 20 °C(lit.)

Boiling point: 55 °C(lit.)

Melting point: -132°C

Flash point: <-30 °C

Refractive index: n20/D 1.391(lit.)

Storage condition: Flammables area

Steam pressure: 4.44 psi (20 °C)

Production method

It is prepared by the reaction of vinyl Grignard reagent with trimethylchlorosilane in tetrahydrofuran, and the yield is 67%~91%.

Use

Vinyl trimethylsilane can undergo electrophilic substitution reactions and addition reactions equivalent to ethylene, and can also be used to prepare ketones, unsaturated aryl derivatives, siloetherizing reagents, α, β-unsaturated aldehydes, α, β-unsaturated primary amines, etc. Synthesis of ketones under catalytic conditions, vinyl trimethylsilane can react with aldehydes and carbon monoxide to produce ketones, and can also be added with aliphatic α, β-unsaturated acyl chloride to produce cycloketones. Reaction with Iodobenzene Under palladium catalysis, vinyltrimethylsilane reacts with 4-chloroiodobenzene to form diarylethylene. Under different palladium catalysts, vinyltrimethylsilane can react with single molecule iodobenzene to obtain different products. Addition with mercaptan, etc. Vinyl trimethylsilane can be added to mercaptan, hydrogen phosphate ester, etc., to obtain the corresponding addition products. Synthesis of chiral ternary rings Under the action of catalyst, vinyl trimethylsilane can react with ester compounds to form chiral ternary rings. The stereoselective hydrogenation of vinyl trimethylsilane occurs with high stereoselective hydrogenation under different catalysts.