Dimethoxymethylphenylsilane

Chemical properties

Colorless or yellowish transparent liquid

The Uses of Dimethoxymethylphenylsilane

The reaction of dimethoxymethylphenylsilane with Li metal in excess Me3SiCl in THF to produce the products the diastereomeric isomers of 2-[2,2-bis(trimethylsilyl)ethylidene]-1-methoxy-1-methyl-3,4,5-tris(trimethylsilyl)silolane, contracted from six- to five-membered rings, as well as the expected products dimethoxymethyl(Ttc)silane synthesized via a Birch-type reductive silylation[1].

Synthesis

Sodium metal particles suspension was added to a mixture of 62.5 g of chlorobenzene and 227 g of methyltrimethoxysilane, and then 0.32 g of 15-crown-5 was added. The reaction was carried out at 38 ° C for 2 h , The reaction was stopped, and the reaction mixture was filtered and vacuum-distilled to give Dimethoxymethylphenylsilane in a yield of 87%.

References

[1] Young Mook Lim, & Myong Euy Lee*. “An Unexpected Ring Contraction: Phenylsilane to Silacyclopentane.” Organometallics 27 5 (2008): 1000–1004.