79343-49-0

Upstream product

• 4235-65-8 tris(trimethylsilyl)phenylsilane 
• 40633-37-2 phenyl(trimethylsilyl)silylene 
• 2190-48-9 3-chloro-3-methyl-1-butene 
• 78-86-4 s-butyl chloride 

Relevant academic research and scientific papers

PHOTOLYSIS OF ORGANOPOLYSILANES. THE REACTION OF PHOTOCHEMICALLY GENERATED TRIMETHYLSILYLPHENYLSILYLENE WITH ALKYL CHLORIDES

Photochemically generated trimethylsilylphenylsilylene reacted with octyl chloride and cyclopropylcarbinyl chloride to give the respective formal carbon-chlorine insertion products.With sec-butyl chloride, trimethylsilylphenylsilylene afforded both the carbon-chlorine insertion product and 1-chloro-1-phenyl-2,2,2-trimethyldisilane (IV), while with tert-butyl chloride, IV was obtained as the sole volatile product.

Direct synthesis of organodichlorosilanes by the reaction of metallic silicon, hydrogen chloride and alkene/alkyne and by the reaction of metallic silicon and alkyl chloride

Dichloroethylsilane was synthesized by the reaction of metallic silicon, hydrogen chloride and ethylene using copper(I) chloride as the catalyst, the silicon conversion and the selectivity for dichloroethylsilane being 36 and 47%, respectively. At a lower reaction temperature or at a higher ratio of ethylene: hydrogen chloride a higher selectivity was obtained, however the silicon conversion was lower. The silicon-carbon bond formation is caused by the reaction of a surface silylene intermediate with ethylene. The reaction with propylene in place of ethylene gave dichloroisopropylsilane (22% selectivity) and dichloro-n-propyl-silane (8% selectivity) together with chlorosilanes. A part of the dichloroisopropylsilane is formed by the reaction of silicon, hydrogen chloride and isopropyl chloride formed by hydrochlorination of propylene. Use of acetylene instead of alkenes resulted in dichlorovinylsilane formation with a 34% selectivity. Alkyldichlorosilanes were also produced directly from silicon with alkyl chlorides, propyl and butyl chlorides. During the reaction the alkyl chloride is dehydrochlorinated over the surface of copper originating from the catalyst to afford hydrogen chloride and alkene. The hydrogen chloride formed participates in the formation of the silicon-hydrogen bond in alkyldichlorosilane, and the reaction of silicon, hydrogen chloride and alkene also causes alkyldichlorosilane formation. The reaction with isopropyl chloride gave a very high selectivity (85%) for dichloroisopropylsilane, the silicon conversion being 86%. The Royal Society of Chemistry 2001.

PHOTOLYSIS OF ORGANOPOLYSILANES. REACTIONS OF TRIMETHYLSILYLPHENYLSILYLENE WITH ALLYLIC HALIDES AND ALLYL ETHYL ETHER

The photolysis of tris(trimethylsilyl)phenylsilane (I) in the presence of allyl chloride, allyl bromide, 2-cyclohexenyl chloride, 2-cyclohexenyl bromide and 2-methylallyl chloride resulted in formation of the respective 1-(2-alkenyl)-1-halo-1-phenyltrimethyldisilanes in moderate yields.Irradiation of I in the presence of crotyl chloride, 1-methylallyl chloride, prenyl chloride and 1,1-dimethylallyl chloride afforded the corresponding α- and γ-substituted chlorodisilanes.Photolysis of I in the presence of allyl ethyl ether produced 1-phenyl-1-trimethylsilyl-2-ethoxymethyl-1-silacyclopropane, although this product was not isolated.The reaction of this silacyclopropane with hydrogen chloride, methanol and boron trifluoride etherate is described.