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Dimethylphenylsilane

Catalog Number ACM766778-2
CAS Number 766-77-8
Structure
Synonyms Phenyldimethylsilane
Molecular Weight 136.27 g/mol
Molecular Formula C8H12Si
Boiling Point 158 °C
Melting Point 323-329 °C(lit.)
Flash Point 35 °C
Purity >97%
Density 0.889 g/mLat25°C(lit.)
Appearance Colorless to almost colorless clear liquid
Application Dimethylphenylsilane serves as a versatile reagent primarily utilized in the diastereoselective reduction of carbonyl compounds Its role in hydrosilylation processes especially with transition metal catalysts enables it to effectively add to carbon–carbon double or triple bonds resulting in the formation of alkylsilanes or alkenylsilanes It is particularly useful in the synthesis of enol ethers and acts as a catalyst in various chemical reactions Among its applications Dimethylphenylsilane is employed in the reduction of α-amino ketones to aminoethanols with high stereoselectivity and in fluoride ion-catalyzed reductions of aldehydes and ketones to threo products Additionally it proves effective in the erythro reduction of α-substituted alkanones to produce diols and aminoethanols The compound’s efficacy is further demonstrated in processes such as the silylformylation of acetylenes and selective reduction of enones to saturated ketones where it outperforms traditional reducing agents like lithium aluminum hydride in converting oximes to alkoxyamines Furthermore in conjunction with CuCl Dimethylphenylsilane specifically reduces aryl ketones while leaving dialkylketones unchanged showcasing its nuanced selectivity in complex synthetic pathways
Storage Store under inert gas
EC Number 212-170-5
MDL Number MFCD00008257
Reaxys Registry Number 2204906
Specific Gravity 0.88

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