Tris(trimethylsilyl)silane
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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
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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
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]
Reactions
The compound can be prepared by protonation of tris(trimethylsilyl)silyl lithium, which is derived from tetrakis(trimethylsilyl)silane:[2]
- (Me3Si)4Si + MeLi → (Me3Si)3SiLi + Me4Si
- (Me3Si)3SiLi + HCl → (Me3Si)3SiH + LiCl
Alternatively, the reaction of trimethylsilyl chloride and trichlorosilane in the presence of lithium delivers the silane directly but in modest yield:[3]
- 3 Me3SiCl + HSiCl3 + 6 Li → (Me3Si)3SiH + 6 LiCl
Many coordination complexes have been prepared with (Me3Si)3Si− (hypersilyl) ligand.[4] Chalcogenide derivatives of (Me3Si)3SiLi are also well developed:[5]
- 3 Me3SiLi + E → (Me3Si)3SiELi (E = S, Se, Te)
References
- S2CID 49413857.
- ^ .
- doi:10.1016/S0022-328X(00)85398-X.)
{{cite journal}}
: CS1 maint: multiple names: authors list (link - PMID 20349479.
- ISBN 978-0-470-16644-4.