Physical properties
bp 57–60°C(15 mmHg); flash point 48 °C;
d 0.892 gmL?1 (25 °C).
Uses
Silane, 1,1-(Chloromethylene)bis[1,1,1]-
trimethyl- can be used as versatile C1 building block; broad application in Peterson olefination
reactions; Grignard reagent participates readily in Kumada
cross-coupling reactions with aryl and vinyl halides; useful in
synthesis of methylenephosphine analogs and as sterically demanding
ligand for a number of main group and transition metal
complexes.
Uses
Chlorobis(trimethylsilyl)methane can be used as a reagent for the preparation of:
- Para-bis(trimethylsilyl)ethylstyrene (PBTES) monomer, which is used to synthesize corresponding network polymer of styrene.
- Bis(trimethylsilyl)methyl magnesium chloride (Grignard reagent), which is used in the synthesis of bis(trimethylsilyl) allyl compounds by reacting with alkenyl bromide via the Kumada coupling reaction.
- N-[Bis(trimethylsilyl)methyl]heterocumulenes.
Preparation
a convenient one-pot procedure has been
developed by Kemp and Cowley in which trimethylsilylchloride
reacts with dichloromethane in the presence of nBuLi
at ?110°Cto give bis(trimethylsilyl)dichloromethane.1 This
intermediate is sequentially treated with nBuLi and ethanol
to yield chlorobis(trimethylsilyl)methane. A number of other
syntheses have been described
