Vinyltrimethylsilane
【 Molecular formula 】 C5H12Si
【 Molecular weight 】 100.23
[CA login number] [754-05-2]
【 Structural formula 】 H2C=CHSiMe3
【 Physical properties 】 The reagent has a bp of 55-57 oC, d of 0.691g/cm3, and a 20nD of 1.391. Soluble in almost all organic solvents such as tetrahydrofuran, ether, benzene, dichloromethane, etc.
This reagent can be prepared by reacting vinyl Grignard reagent with trimethylchlorosilane in tetrahydrofuran, with yields ranging from 67% to 91%. Large multinational reagent companies all sell them.
【 Precautions 】 Extremely flammable, flash point -34 ° C. It has hygroscopicity and should be used in a well ventilated fume hood to avoid direct contact with eyes and skin.
Vinyltrimethylsilane can undergo electrophilic substitution and addition reactions equivalent to ethylene, and can also be used to prepare ketones, unsaturated aryl derivatives, silylation reagents α,β - Unsaturated aldehydes α,β - Unsaturated primary amine, etc.
Synthesis of ketones
Under catalytic conditions, vinyl trimethylsilane can react with aldehydes (formula 1) [1], carbon monoxide (formula 2) [2], etc. to form ketones, as well as with aliphatic compounds α,β- The addition of unsaturated acyl chloride generates cyclic ketones (formula 3) [3].