dodecamethylcyclohexasilane
{{Chembox
| ImageFile1 = Me12Si6.svg
| ImageSize1 =
| ImageAlt1 =
| ImageFile2 = Dodecamethylcyclohexasilane-from-xtal-3D-bs-17-grey.png
| IUPACName = 1,1,2,2,3,3,4,4,5,5,6,6-dodecamethylhexasilinane
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo = 4098-30-0
| CASNo_Ref = {{Cascite|correct|CAS}}
| ChemSpiderID = 70132
| EC_number = 223-860-0
| PubChem = 77732
| StdInChI=1S/C12H36Si6/c1-13(2)14(3,4)16(7,8)18(11,12)17(9,10)15(13,5)6/h1-12H3
| StdInChIKey = RTCLHEHPUHREBC-UHFFFAOYSA-N
| SMILES = C[Si]1([Si]([Si]([Si]([Si]([Si]1(C)C)(C)C)(C)C)(C)C)(C)C)C
}}
|Section2={{Chembox Properties
| Formula = {{chem2|Si6(CH3)12}}
| C=12|H=36|Si=6
| Appearance = colorless solid
| Density = 0.988 g/cm3
| MeltingPtC = 254-257
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}
Dodecamethylcyclohexasilane is the organosilicon compound with the formula {{chem2|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:{{cite book |doi=10.1002/9780470132500.ch62|title=Dodecamethylcyclohexasilane|series=Inorganic Syntheses|year=1979|last1=West|first1=Robert|last2=Brough|first2=Lawrence|last3=Wojnowski|first3=Wieslaw|pages=265–268|isbn=9780470132500|volume=19}}
:{{chem2|6 (CH3)2SiCl2 + 12 M → Si6(CH3)12 + 12 MCl}}
where M is Na or K. The reaction also produces a polymer poly(dimethylsilylene) {{chem2|[\sSi(CH3)2\s]_{n}|}} and a cyclic compound decamethylcyclopentasilane {{chem2|Si5(CH3)10}}.
{{Gallery
| height = 120
| align = center
| File:Poly(dimethylsilylene) molecule.png
| Poly(dimethylsilylene), a polymer
| alt1 = Poly(dimethylsilylene) molecule
| File:Decamethylcyclopentasilane molecule.png
| Decamethylcyclopentasilane, a cyclic compound
| alt2 = Decamethylcyclopentasilane molecule
}}
The chair conformer of dodecamethylcyclohexasilane was confirmed by X-ray crystallography.{{ cite journal | title = Crystal and molecular structure of dodecamethylcyclohexasilane | first1 = H. L. | last1 = Carrell | first2 = J. | last2 = Donohue | journal = Acta Crystallogr. B | volume = 28 | year = 1972 | issue = 5 | pages = 1566–1571 | doi = 10.1107/S0567740872004595 | bibcode = 1972AcCrB..28.1566C }}{{cite journal |doi=10.1002/zaac.201800171|title=Synthesis of Dodecaallylhexasilacyclohexane and Its Convertibility|year=2018|last1=Omatsu|first1=Yamato|last2=Mizuhata|first2=Yoshiyuki|last3=Tokitoh|first3=Norihiro|journal=Zeitschrift für Anorganische und Allgemeine Chemie|volume=644|issue=17|pages=930–934|s2cid=105286121|doi-access=free}}
Reactions
Dodecamethylcyclohexasilane reacts with potassium tert-butoxide to give the potassium derivative:{{cite journal |doi=10.1002/(SICI)1099-0682(199910)1999:10<1813::AID-EJIC1813>3.0.CO;2-D|title=Preparation, Characterization, and Properties of Various Novel Ionic Derivatives of Pentacarbonyltungsten|year=1999|last1= Palitzsch|first1=Wolfram|last2=Beyer|first2=Christian|last3=Böhme|first3=Uwe|last4=Rittmeister|first4=Ben|last5= Roewer|first5=Gerhard|journal=European Journal of Inorganic Chemistry|volume=1999|issue=10|pages=1813–1820}}
:{{chem2|(CH3)12Si6 + KOC(CH3)3 → K(CH3)11Si6 + CH3OC(CH3)3}}