Dodecamethylcyclohexasilane

Last updated
Dodecamethylcyclohexasilane
Me12Si6.svg
Dodecamethylcyclohexasilane-from-xtal-3D-bs-17-grey.png
Names
IUPAC name
1,1,2,2,3,3,4,4,5,5,6,6-dodecamethylhexasilinane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.021.691 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 223-860-0
PubChem CID
  • InChI=1S/C12H36Si6/c1-13(2)14(3,4)16(7,8)18(11,12)17(9,10)15(13,5)6/h1-12H3
    Key: RTCLHEHPUHREBC-UHFFFAOYSA-N
  • C[Si]1([Si]([Si]([Si]([Si]([Si]1(C)C)(C)C)(C)C)(C)C)(C)C)C
Properties
Si6(CH3)12
Molar mass 348.930 g·mol−1
Appearancecolorless solid
Density 0.988 g/cm3
Melting point 254–257 °C (489–495 °F; 527–530 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dodecamethylcyclohexasilane is the organosilicon compound with the formula Si6(CH3)12. It is one of the more readily prepared and easily handled polysilanes. Dodecamethylcyclohexasilane is produced by reduction of dimethyldichlorosilane with sodium-potassium alloy: [1]

6 (CH3)2SiCl2 + 12 M → Si6(CH3)12 + 12 MCl

where M is Na or K. The reaction also produces a polymer poly(dimethylsilylene) [−Si(CH3)2−]n and a cyclic compound decamethylcyclopentasilane Si5(CH3)10.

The chair conformer of dodecamethylcyclohexasilane was confirmed by X-ray crystallography. [2] [3]

Reactions

Dodecamethylcyclohexasilane reacts with potassium tert-butoxide to give the potassium derivative: [4]

(CH3)12Si6 + KOC(CH3)3 → K(CH3)11Si6 + CH3OC(CH3)3

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References

  1. West, Robert; Brough, Lawrence; Wojnowski, Wieslaw (1979). "Dodecamethylcyclohexasilane". Inorganic Syntheses. 19: 265–268. doi:10.1002/9780470132500.ch62. ISBN   9780470132500.
  2. Carrell, H. L.; Donohue, J. (1972). "Crystal and molecular structure of dodecamethylcyclohexasilane". Acta Crystallogr. B . 28: 1566–1571. doi:10.1107/S0567740872004595.
  3. Omatsu, Yamato; Mizuhata, Yoshiyuki; Tokitoh, Norihiro (2018). "Synthesis of Dodecaallylhexasilacyclohexane and Its Convertibility". Zeitschrift für Anorganische und Allgemeine Chemie. 644 (17): 930–934. doi: 10.1002/zaac.201800171 . S2CID   105286121.
  4. Palitzsch, Wolfram; Beyer, Christian; Böhme, Uwe; Rittmeister, Ben; Roewer, Gerhard (1999). "Preparation, Characterization, and Properties of Various Novel Ionic Derivatives of Pentacarbonyltungsten". European Journal of Inorganic Chemistry. 1999 (10): 1813–1820. doi:10.1002/(SICI)1099-0682(199910)1999:10<1813::AID-EJIC1813>3.0.CO;2-D.