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Tris(trimethylsilyl)methane

Tris(trimethylsilyl)methane is the organosilicon compound with the formula (tms)<sub>3</sub>CH (where tms = (CH<sub>3</sub>)<sub>3</sub>Si). It is a colorless liquid that is highly soluble in hydrocarbon solvents.

Trisyl chemistry

Reaction of tris(trimethylsilyl)methane with methyl lithium gives tris(trimethylsilyl)methyllithium, called trisyllithium:

(tms)<sub>3</sub>CH + CH<sub>3</sub>Li → (tms)<sub>3</sub>CLi + CH<sub>4</sub>

Trisyllithium is useful in Petersen olefination reactions:

(tms)<sub>3</sub>CLi + R<sub>2</sub>CO → (tms)<sub>2</sub>C=CR<sub>2</sub> + tmsOLi

Trisyllithium is also a source of the bulky trisyl ligand. Some tris(trimethylsilyl)methyl derivatives are far more stable than less substituted derivatives. For example, is a well-behaved tellurol. is a rare example of a robust organothallium(I) compound.

See also

References