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Names | |
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Preferred IUPAC name
1,1,1,3,3,3-Hexamethyl-2-(trimethylsilyl)trisilane | |
Other names
TTMS, supersilane
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.203.666 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C9H28Si4 | |
Molar mass | 248.663 g·mol−1 |
Appearance | colorless liquid |
Density | 0.806 g/cm3 |
Boiling point | 82–84 °C (180–183 °F; 355–357 K) 12 Torr |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Tris(trimethylsilyl)silane is the organosilicon compound with the formula (Me3Si)3SiH (where Me = CH3). It is a colorless liquid that is classified as a hydrosilane since it contains an Si-H bond. The compound is notable as having a weak Si-H bond, with a bond dissociation energy estimated at 84 kcal/mol. For comparison, the Si-H bond in trimethylsilane is 94 kcal/mol. With such a weak bond, the compound is used as a reagent to deliver hydrogen atoms. The compound has been described as an environmentally benign analogue of tributyltin hydride. [1] [2]
The compound can be prepared by protonation of tris(trimethylsilyl)silyl lithium, which is derived from tetrakis(trimethylsilyl)silane: [2]
Alternatively, the reaction of trimethylsilyl chloride and trichlorosilane in the presence of lithium delivers the silane directly but in modest yield: [3]
Many coordination complexes have been prepared with (Me3Si)3Si− (hypersilyl) ligand. [4] Chalcogenide derivatives of (Me3Si)3SiLi are also well developed: [5]
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