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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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.064 Edit this at Wikidata
  • InChI=1S/C12H36Si5/c1-13(2,3)17(14(4,5)6,15(7,8)9)16(10,11)12/h1-12H3
    Key: BOJSDHZZKKYWAS-UHFFFAOYSA-N
  • C[Si](C)(C)[Si]([Si](C)(C)C)([Si](C)(C)C)[Si](C)(C)C
Properties
C12H36Si5
Molar mass 320.845 g·mol−1
Appearance colorless solid
Density 0.806 g/cm3
Melting point 319–321 °C (606–610 °F; 592–863 K) sealed tube
Hazards
GHS labelling:
GHS07: Exclamation mark
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).

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

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The compound is prepared by the reaction of trimethylsilyl chloride, silicon tetrachloride, and lithium:[1][2]

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

The compound is a precursor to tris(trimethylsilyl)silyl lithium by reaction with methyl lithium:[2]

(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

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References

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  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. ^ a b Joachim Dickhaut, Bernd Giese (1992). "Tris(trimethylsilyl)silane". Org. Synth. 70: 164. doi:10.15227/orgsyn.070.0164.