Studies on Unsaturated Organosilicon Compounds. II. Reactions and Properties of Vinyltrimethylsilane

Abstract 1) Addition reactions to the double bond of vinyltrimethylsilane were studied with hydrogen,bromine,chlorine,hydrogen bromide and iodide, and the properties of the products were given. 2) Vinyl-silicon bond was cloven by concentrated sulfuric acid but no reaction occurred with methanolic potassium hydroxide. 3) Reaction mechanisms of the above two reactions of vinyl, allyl or related unsaturated organosilicon compounds were discussed. A conjugated structure involving silicon-carbon double bond in which the silicon atom has an expanded valence shell was postulated for some of these reactions. Such a structure was further confirmed by the shift of νc=c in the absorption spectra of vinyltrimethylsilane. 4) Polymerization reactions of this compound were studied and the steric hindrance by a large trimethylsilyl group in the structural unit of the polymer was discussed, particularly concerning the absence of a high molecular weight polymer in the reaction product.