Tetrakis(trimethylsilyl)silane

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.

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).

Preparation and reactionsEdit

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 alsoEdit

ReferencesEdit

  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.