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Tetrakis(trimethylsilyl)silane

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Tetrakis(trimethylsilyl)silane
Names
Preferred IUPAC name 1,1,1,3,3,3-Hexamethyl-2,2-bis(trimethylsilyl)trisilane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.064 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H36Si5/c1-13(2,3)17(14(4,5)6,15(7,8)9)16(10,11)12/h1-12H3Key: BOJSDHZZKKYWAS-UHFFFAOYSA-N
SMILES
  • C(C)(C)((C)(C)C)((C)(C)C)(C)(C)C
Properties
Chemical formula C12H36Si5
Molar mass 320.845 g·mol
Appearance colorless solid
Density 0.806 g/cm
Melting point 319–321 °C (606–610 °F; 592–594 K) sealed tube
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements 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 , 100 kPa). Infobox references
Chemical compound

Tetrakis(trimethylsilyl)silane is the organosilicon compound with the formula (Me3Si)4Si (where Me = CH3). It is a colorless sublimable solid with a high melting point. The molecule has tetrahedral symmetry. The compound is notable as having silicon bonded to four other silicon atoms, like in elemental silicon.

Preparation and reactions

The compound is prepared by the reaction of trimethylsilyl chloride, silicon tetrachloride, and lithium:

4 Me3SiCl + SiCl4 + 8 Li → (Me3Si)4Si + 8 LiCl

The compound is a precursor to tris(trimethylsilyl)silyl lithium by reaction with methyl lithium:

(Me3Si)4Si + MeLi → (Me3Si)3SiLi + Me4Si

The organolithium compound (Me3Si)3SiLi is a versatile reagent, e.g. to tris(trimethylsilyl)silane ((Me3Si)3SiH).

See also

References

  1. Gilman, H.; Smith, C. L. (1967). "Tetrakis(trimethylsilyl)silane". Journal of Organometallic Chemistry. 8 (2): 245–253. doi:10.1016/S0022-328X(00)91037-4.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Joachim Dickhaut, Bernd Giese (1992). "Tris(trimethylsilyl)silane". Org. Synth. 70: 164. doi:10.15227/orgsyn.070.0164.
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