Dodecamethylcyclohexasilane

Dodecamethylcyclohexasilane
Names
	IUPAC name 1,1,2,2,3,3,4,4,5,5,6,6-dodecamethylhexasilinane
Identifiers
CAS Number	4098-30-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	70132;
ECHA InfoCard	100.021.691
EC Number	223-860-0;
PubChem CID	77732;
CompTox Dashboard (EPA)	DTXSID9063297 ;
	InChI 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;
	SMILES C[Si]1([Si]([Si]([Si]([Si]([Si]1(C)C)(C)C)(C)C)(C)C)(C)C)C;
Properties
Chemical formula	Si6(CH3)12
Molar mass	348.930 g·mol−1
Appearance	colorless 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). Infobox references

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.

Poly(dimethylsilylene), a polymer
Decamethylcyclopentasilane, a cyclic compound

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

Reactions[edit]

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

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

References[edit]

^ West, Robert; Brough, Lawrence; Wojnowski, Wieslaw (1979). "Dodecamethylcyclohexasilane". Inorganic Syntheses. 19: 265–268. doi:10.1002/9780470132500.ch62. ISBN 9780470132500.
^ Carrell, H. L.; Donohue, J. (1972). "Crystal and molecular structure of dodecamethylcyclohexasilane". Acta Crystallogr. B. 28: 1566–1571. doi:10.1107/S0567740872004595.
^ 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.
^ 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.

[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.

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