Tetrakis(trimethylsilyl)silane

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Tetrakis(trimethylsilyl)silane
Si(tms)4.svg
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; 592–594 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[edit]

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[edit]

References[edit]

  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.