Tris(trimethylsilyl)methane
Chemical compound / From Wikipedia, the free encyclopedia
Tris(trimethylsilyl)methane is the organosilicon compound with the formula (tms)3CH (where tms = (CH3)3Si). It is a colorless liquid that is highly soluble in hydrocarbon solvents. Reaction of tris(trimethylsilyl)methane with methyl lithium gives tris(trimethylsilyl)methyllithium, called trisyllithium. Trisyllithium is useful in Petersen olefination reactions:[1]
- (tms)3CH + CH3Li → (tms)3CLi + CH4
- (tms)3CLi + R2CO → (tms)2C=CR2 + tmsOLi
Quick Facts Names, Identifiers ...
Names | |
---|---|
Preferred IUPAC name
Methanetriyltris(trimethylsilane) | |
Identifiers | |
3D model (JSmol) |
|
ChemSpider | |
ECHA InfoCard | 100.154.179 |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
Properties | |
C10H28Si3 | |
Molar mass | 232.589 g·mol−1 |
Appearance | colorless liquid |
Density | 0.827 g/cm3 |
Boiling point | 219 °C (426 °F; 492 K) |
Hazards | |
GHS labelling: | |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Close
Trisyllithium is also an effective precursor to bulky ligands. Some tris(trimethylsilyl)methyl derivatives are far more stable than less substituted derivatives. for example (Me3Si)3CTeH is a well-behaved tellurol.[2]