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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. 3 Me3SiCl + HSiCl3 + 6 Li → (Me3Si)3SiH + 6 LiCl

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  • Tris(triméthylsilyl)silane (fr)
  • Tris(trimethylsilyl)silane (en)
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  • Le tris(triméthylsilyl)silane, ou TTMSS, est un composé organosilicié de formule chimique HSi(Si(CH3)3)3. Il se présente comme un liquide clair rangé parmi les hydrosilanes en raison de sa liaison Si–H. Cet hydrogène est relativement labile, avec une énergie de dissociation estimée aux environs de 350 kJ/mol, à comparer à celle du triméthylsilane HSi(CH3)3, qui vaut plutôt 393 kJ/mol. Pour cette raison, le TTMSS est utilisé en synthèse chimique comme donneur d'atomes d'hydrogène. Il est présenté comme alternative plus écologique à l'hydrure de tributylétain HSn(CH2CH2CH2CH3)3. (fr)
  • 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. 3 Me3SiCl + HSiCl3 + 6 Li → (Me3Si)3SiH + 6 LiCl (en)
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  • http://commons.wikimedia.org/wiki/Special:FilePath/TTMSS.png
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  • TTMSS.png (en)
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  • TTMS, supersilane (en)
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  • Le tris(triméthylsilyl)silane, ou TTMSS, est un composé organosilicié de formule chimique HSi(Si(CH3)3)3. Il se présente comme un liquide clair rangé parmi les hydrosilanes en raison de sa liaison Si–H. Cet hydrogène est relativement labile, avec une énergie de dissociation estimée aux environs de 350 kJ/mol, à comparer à celle du triméthylsilane HSi(CH3)3, qui vaut plutôt 393 kJ/mol. Pour cette raison, le TTMSS est utilisé en synthèse chimique comme donneur d'atomes d'hydrogène. Il est présenté comme alternative plus écologique à l'hydrure de tributylétain HSn(CH2CH2CH2CH3)3. On peut le préparer en protonant du tris(triméthylsilyl)silyllithium LiSi(Si(CH3)3)3, lui-même dérivé du tétrakis(triméthylsilyl)silane Si(Si(CH3)3)4 : Si(Si(CH3)3)4 + CH3Li ⟶ LiSi(Si(CH3)3)3 + Si(CH3)4 ;LiSi(Si(CH3)3)3 + HCl ⟶ HSi(Si(CH3)3)3 + LiCl. La réaction de chlorure de triméthylsilyle ClSi(CH3)3 et de trichlorosilane HSiCl3 en présence de lithium produit également du TTMSS, mais avec un rendement faible : 3 ClSi(CH3)3 + HSiCl3 + 6 Li ⟶ HSi(Si(CH3)3)3 + 6 LiCl. Il existe de nombreux complexes préparés avec le ligand hypersilyle –Si(Si(CH3)3)3. (fr)
  • 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. The compound can be prepared by protonation of tris(trimethylsilyl)silyl lithium, which is derived from tetrakis(trimethylsilyl)silane: (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 Me3SiCl + HSiCl3 + 6 Li → (Me3Si)3SiH + 6 LiCl Many coordination complexes have been prepared with (Me3Si)3Si− (hypersilyl) ligand. Chalcogenide derivatives of (Me3Si)3SiLi are also well developed: 3 Me3SiLi + E → (Me3Si)3SiELi (E = S, Se, Te) (en)
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  • TTMS, supersilane (en)
IUPAC name
  • 1,1,1,3,3,3-Hexamethyl-2-(trimethylsilyl)trisilane (en)
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