4098-30-0

Basic information

• Product Name: DODECAMETHYLCYCLOHEXASILANE
• Synonyms: DODECAMETHYLCYCLOHEXASILANE;1,1,2,2,3,3,4,4,5,5,6,6-Dodecamethylhexasilinane;dodecamethyl-cyclohexasilan;Dodecamethylcyclohexasilylene;1,1,2,2,3,3,4,4,5,5,6,6-dodecamethyl-1,2,3,4,5,6-hexasilinane;Cyclohexasilane,1,1,2,2,3,3,4,4,5,5,6,6-dodecamethyl-;Dodecamethylcyclohexasilane >=97% (GC)
• CAS NO: 4098-30-0
• Molecular Formula: C₁₂H₃₆Si₆
• Molecular Weight: 348.93
• EINECS: 223-860-0
• Product Categories: Precursors by Metal;Vapor Deposition Precursors
• Mol File: 4098-30-0.mol
• Article Data: 18

Chemical Properties

• Melting Point: 229 °C(lit.)
• Boiling Point: 263.9 °C at 760 mmHg
• Flash Point: 81.3 °C
• Appearance: /
• Density: 0.82 g/cm³
• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: 1.426
• CAS DataBase Reference: DODECAMETHYLCYCLOHEXASILANE(CAS DataBase Reference)
• NIST Chemistry Reference: DODECAMETHYLCYCLOHEXASILANE(4098-30-0)
• EPA Substance Registry System: DODECAMETHYLCYCLOHEXASILANE(4098-30-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 4098-30-0(Hazardous Substances Data)

Usage

General Description

Dodecamethylcyclohexasilane, also known as D6-Me12, is a chemical compound with the molecular formula Si6H18 or C12H54Si6. It is a member of the silane family and consists of a cyclohexasilane ring with twelve methyl substituents attached to the silicon atoms. Dodecamethylcyclohexasilane is primarily used as a precursor for the synthesis of silicon-based materials, such as silicon carbide and silicon nitride, which are important compounds in the semiconductor industry. It is also used as a reagent in the production of specialty silicon wafers and thin films for electronic devices. Additionally, D6-Me12 has potential applications in the development of advanced ceramics and as a surface modification agent for improving the performance of various materials.

InChI:InChI=1/C12H36Si6/c1-13(2)14(3,4)16(7,8)18(11,12)17(9,10)15(13,5)6/h1-12H3

Synthetic route

dimethylsilicon dichloride (75-78-5) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
Stage #1: dimethylsilicon dichloride With sodium In tetrahydrofuran at 0 - 20℃; Stage #2: With naphthalene In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst; Temperature; Reflux;	87.3%
With lithium In tetrahydrofuran at 20℃; for 0.25h; reaction in a US (ultrasonic field);	78.4%
With lithium In tetrahydrofuran at 20℃; for 0.25h; Product distribution; Kinetics; reaction in a US (ultrasonic) field; yield dependence on Li-surface;	78.4%

methylmagnesium bromide (75-16-1) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With [pedeta*H2SiCl(+)]2*[Si6Cl14]2(-) In tetrahydrofuran at 20℃; for 24h;	85%

dimethylsilicon dichloride (75-78-5) → decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With lithium; 1,1,1-trimethyl-2,2,2-triphenyldisilane In tetrahydrofuran Yields of byproduct given;	A n/a B 80%

dimethylsilicon dichloride (75-78-5) → octamethylcyclotetrasiloxane (556-67-2) + Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With tetrahydrofuran; lithium 0 deg C, 1 h, then 20-25 deg C, 2 h; Further byproducts given. Yields of byproduct given;	A n/a B n/a C 60% D n/a
With tetrahydrofuran; lithium 0 deg C, 1 h, then 20-25 deg C, 2 h; Further byproducts given. Yields of byproduct given;	A n/a B n/a C n/a D 60%
With tetrahydrofuran; lithium at -5 - 0℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given;

Methyltrichlorosilane (75-79-6) + 1,2-dichlorotetramethylsilane (4342-61-4) → dodecamethylcyclohexasilane (4098-30-0) + 1,1,2,2,3,3,3a,4,4,5,5,6,6,6a-Tetradecamethyl-octahydro-1,2,3,3a,4,5,6,6a-octasila-pentalene + 1,1,2,2,3,3,3a,4,4,5,5,6,6,7,7,7a-Hexadecamethyl-octahydro-1,2,3,3a,4,5,6,7,7a-nonasila-indene + octadecamethylbicyclo<4.4.0>decasilane

Conditions	Yield
With lithium In tetrahydrofuran for 3h;	A 48% B 16% C 6% D 24%

dimethylsilicon dichloride (75-78-5) + dichloromethylphenylsilane (149-74-6) → monophenylundecamethylcyclohexasilane (37943-96-7) + dodecamethylcyclohexasilane (4098-30-0) + trans-1,4-diphenyldecamethylcyclohexasilane (112080-34-9)

Conditions	Yield
With potassium Sodium In tetrahydrofuran Heating;	A 24% B 8% C 1.2 g

1,2-dichlorotetramethylsilane (4342-61-4) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran

tetradecamethylbicyclo[2.2.2]octasilane (30314-60-4) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
In cyclohexane Irradiation;

Tetradecamethylcycloheptasilan (13452-94-3) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran at 30 - 58℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS;

1,2-dimethoxy-1,1,2,2-tetramethyldisilane (10124-62-6) → Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With sodium In tetrahydrofuran for 22h; Ambient temperature;	A n/a B n/a C 48 % Chromat.

decamethylcyclopentasilane (13452-92-1) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran at 30 - 58℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS;

tert-butyldichloromethylsilane (18147-18-7) + dimethylsilicon dichloride (75-78-5) → dodecamethylcyclohexasilane (4098-30-0) + 1-tert-Butyl-1,2,2,3,3,4,4,5,5,6,6-undecamethyl-hexasilinane

Conditions	Yield
With lithium In tetrahydrofuran at 0℃; Yield given;

Di-tert-butyldichlorosilane (18395-90-9) + dimethylsilicon dichloride (75-78-5) → dodecamethylcyclohexasilane (4098-30-0) + 1,1-Di-tert-butyl-2,2,3,3,4,4,5,5-octamethyl-pentasilolane + 1,1-Di-tert-butyl-2,2,3,3,4,4,5,5,6,6-decamethyl-hexasilinane

Conditions	Yield
With lithium In tetrahydrofuran at 0℃;

dimethylsilicon dichloride (75-78-5) + diphenylsilyl dichloride (80-10-4) → decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0) + 1,1,2,2,3,3,4,4-Octamethyl-5,5-diphenyl-pentasilolane + 1,1,2,2,3,3,4,4,5,5-Decamethyl-6,6-diphenyl-hexasilinane

Conditions	Yield
With lithium In tetrahydrofuran at 0℃; Yield given. Yields of byproduct given;

dimethylsilicon dichloride (75-78-5) → Hexamethylcyclotrisiloxane (541-05-9) + octamethylcyclotetrasiloxane (556-67-2) + decamethylcyclopentasiloxane (541-02-6) + Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With tetrahydrofuran; lithium at 40 - 45℃; Product distribution; Mechanism; various temperature, various reactant ratios;

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + hexadecamethylcyclooctasilane (23657-43-4) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 2.6 % Chromat. B 1.3 % Chromat. C 17 % Chromat. D 52 % Chromat.
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3 % Chromat. B 1.8 % Chromat. C 12 % Chromat. D 54 % Chromat.
With lithium In tetrahydrofuran 1) 0 deg C, 6 h; 2) 20 deg C, 1 h; further conditions; Yield given. Further byproducts given;
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 1.8 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-Octadecamethyl-nonasilonane (69804-11-1) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 1.0 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-Icosamethyl-decasilecane (72059-93-9) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.23 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-Docosamethyl-1,2,3,4,5,6,7,8,9,10,11-undecasila-cycloundecane (72059-94-0) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.26 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-Tetracosamethyl-1,2,3,4,5,6,7,8,9,10,11,12-dodecasila-cyclododecane (72059-95-1) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.23 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + hexacosamethylcyclotridecasilane (72059-96-2) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.21 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14-Octacosamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14-tetradecasila-cyclotetradecane (72059-97-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.21 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15-Triacontamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15-pentadecasila-cyclopentadecane (72059-98-4) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.21 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + dotriacontamethylcyclohexadecasilane (72059-99-5) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.18 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17-Tetratriacontamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17-heptadecasila-cycloheptadecane (72060-00-5) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.13 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18-Hexatriacontamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-octadecasila-cyclooctadecane (72060-01-6) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.09 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19-Octatriacontamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19-nonadecasila-cyclononadecane (72060-02-7) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.05 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0) + C48H144Si24 (78142-45-7)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 12 % Chromat. C 54 % Chromat. D n/a

dimethylsilicon dichloride (75-78-5) → decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0) + 1,1,2,2,3,3,4,4-Octamethyl-5,5-diphenyl-pentasilolane + 1,1,2,2,3,3,4,4,5,5-Decamethyl-6,6-diphenyl-hexasilinane

Conditions	Yield
With lithium; diphenylsilyl dichloride In tetrahydrofuran at 0℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

octadecamethylbicyclo<4.4.0>decasilane → decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
Irradiation;

ethanol (64-17-5) + dodecamethylcyclohexasilane (4098-30-0) → diethoxy dimethylsilane (78-62-6)

Conditions	Yield
Stage #1: dodecamethylcyclohexasilane With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogen; C62H51N2Ni2(1-)*K(1+)*2C4H10O2 In tetrahydrofuran at 45℃; under 1500.15 Torr; for 24h; Schlenk technique; Stage #3: ethanol In tetrahydrofuran at -40 - 20℃; for 4h; Schlenk technique;	92%

methanol (67-56-1) + dodecamethylcyclohexasilane (4098-30-0) → dimethylmethoxysilane (18033-75-5)

Conditions	Yield
In diethyl ether at 5℃; for 1.5h; Irradiation;	89%

ethanol (64-17-5) + dodecamethylcyclohexasilane (4098-30-0) → dimethyl(ethoxy)silane (14857-34-2)

Conditions	Yield
In diethyl ether at 5℃; for 1.5h; Irradiation;	87%

2,2-dimethyl-propanol-1 (75-84-3) + dodecamethylcyclohexasilane (4098-30-0) → dimethylneopentoxysilane

Conditions	Yield
In diethyl ether at 5℃; for 1.5h; Irradiation;	87%

dodecamethylcyclohexasilane (4098-30-0) + isopropyl alcohol (67-63-0) → dimethylisopropoxysilane (1000-91-5)

Conditions	Yield
In diethyl ether at 5℃; for 1.5h; Irradiation;	86%

dimethylsilicon dichloride (75-78-5) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
Stage #1: dimethylsilicon dichloride With sodium In tetrahydrofuran at 0 - 20℃; Stage #2: With naphthalene In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst; Temperature; Reflux;	87.3%
With lithium In tetrahydrofuran at 20℃; for 0.25h; reaction in a US (ultrasonic field);	78.4%
With lithium In tetrahydrofuran at 20℃; for 0.25h; Product distribution; Kinetics; reaction in a US (ultrasonic) field; yield dependence on Li-surface;	78.4%

methylmagnesium bromide (75-16-1) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With [pedeta*H2SiCl(+)]2*[Si6Cl14]2(-) In tetrahydrofuran at 20℃; for 24h;	85%

dimethylsilicon dichloride (75-78-5) → decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With lithium; 1,1,1-trimethyl-2,2,2-triphenyldisilane In tetrahydrofuran Yields of byproduct given;	A n/a B 80%

dimethylsilicon dichloride (75-78-5) → octamethylcyclotetrasiloxane (556-67-2) + Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With tetrahydrofuran; lithium 0 deg C, 1 h, then 20-25 deg C, 2 h; Further byproducts given. Yields of byproduct given;	A n/a B n/a C 60% D n/a
With tetrahydrofuran; lithium 0 deg C, 1 h, then 20-25 deg C, 2 h; Further byproducts given. Yields of byproduct given;	A n/a B n/a C n/a D 60%
With tetrahydrofuran; lithium at -5 - 0℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given;

Methyltrichlorosilane (75-79-6) + 1,2-dichlorotetramethylsilane (4342-61-4) → dodecamethylcyclohexasilane (4098-30-0) + 1,1,2,2,3,3,3a,4,4,5,5,6,6,6a-Tetradecamethyl-octahydro-1,2,3,3a,4,5,6,6a-octasila-pentalene + 1,1,2,2,3,3,3a,4,4,5,5,6,6,7,7,7a-Hexadecamethyl-octahydro-1,2,3,3a,4,5,6,7,7a-nonasila-indene + octadecamethylbicyclo<4.4.0>decasilane

Conditions	Yield
With lithium In tetrahydrofuran for 3h;	A 48% B 16% C 6% D 24%

dimethylsilicon dichloride (75-78-5) + dichloromethylphenylsilane (149-74-6) → monophenylundecamethylcyclohexasilane (37943-96-7) + dodecamethylcyclohexasilane (4098-30-0) + trans-1,4-diphenyldecamethylcyclohexasilane (112080-34-9)

Conditions	Yield
With potassium Sodium In tetrahydrofuran Heating;	A 24% B 8% C 1.2 g

1,2-dichlorotetramethylsilane (4342-61-4) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran

tetradecamethylbicyclo[2.2.2]octasilane (30314-60-4) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
In cyclohexane Irradiation;

Tetradecamethylcycloheptasilan (13452-94-3) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran at 30 - 58℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS;

1,2-dimethoxy-1,1,2,2-tetramethyldisilane (10124-62-6) → Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With sodium In tetrahydrofuran for 22h; Ambient temperature;	A n/a B n/a C 48 % Chromat.

decamethylcyclopentasilane (13452-92-1) → dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran at 30 - 58℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS;

tert-butyldichloromethylsilane (18147-18-7) + dimethylsilicon dichloride (75-78-5) → dodecamethylcyclohexasilane (4098-30-0) + 1-tert-Butyl-1,2,2,3,3,4,4,5,5,6,6-undecamethyl-hexasilinane

Conditions	Yield
With lithium In tetrahydrofuran at 0℃; Yield given;

Di-tert-butyldichlorosilane (18395-90-9) + dimethylsilicon dichloride (75-78-5) → dodecamethylcyclohexasilane (4098-30-0) + 1,1-Di-tert-butyl-2,2,3,3,4,4,5,5-octamethyl-pentasilolane + 1,1-Di-tert-butyl-2,2,3,3,4,4,5,5,6,6-decamethyl-hexasilinane

Conditions	Yield
With lithium In tetrahydrofuran at 0℃;

dimethylsilicon dichloride (75-78-5) + diphenylsilyl dichloride (80-10-4) → decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0) + 1,1,2,2,3,3,4,4-Octamethyl-5,5-diphenyl-pentasilolane + 1,1,2,2,3,3,4,4,5,5-Decamethyl-6,6-diphenyl-hexasilinane

Conditions	Yield
With lithium In tetrahydrofuran at 0℃; Yield given. Yields of byproduct given;

dimethylsilicon dichloride (75-78-5) → Hexamethylcyclotrisiloxane (541-05-9) + octamethylcyclotetrasiloxane (556-67-2) + decamethylcyclopentasiloxane (541-02-6) + Tetradecamethylcycloheptasilan (13452-94-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With tetrahydrofuran; lithium at 40 - 45℃; Product distribution; Mechanism; various temperature, various reactant ratios;

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + hexadecamethylcyclooctasilane (23657-43-4) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 2.6 % Chromat. B 1.3 % Chromat. C 17 % Chromat. D 52 % Chromat.
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3 % Chromat. B 1.8 % Chromat. C 12 % Chromat. D 54 % Chromat.
With lithium In tetrahydrofuran 1) 0 deg C, 6 h; 2) 20 deg C, 1 h; further conditions; Yield given. Further byproducts given;
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 1.8 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-Octadecamethyl-nonasilonane (69804-11-1) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 1.0 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-Icosamethyl-decasilecane (72059-93-9) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.23 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-Docosamethyl-1,2,3,4,5,6,7,8,9,10,11-undecasila-cycloundecane (72059-94-0) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.26 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-Tetracosamethyl-1,2,3,4,5,6,7,8,9,10,11,12-dodecasila-cyclododecane (72059-95-1) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.23 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + hexacosamethylcyclotridecasilane (72059-96-2) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.21 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14-Octacosamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14-tetradecasila-cyclotetradecane (72059-97-3) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.21 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15-Triacontamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15-pentadecasila-cyclopentadecane (72059-98-4) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.21 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + dotriacontamethylcyclohexadecasilane (72059-99-5) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.18 % Chromat. C 12 % Chromat. D 54 % Chromat.

dimethylsilicon dichloride (75-78-5) → Tetradecamethylcycloheptasilan (13452-94-3) + 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17-Tetratriacontamethyl-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17-heptadecasila-cycloheptadecane (72060-00-5) + decamethylcyclopentasilane (13452-92-1) + dodecamethylcyclohexasilane (4098-30-0)

Conditions	Yield
With potassium Sodium In tetrahydrofuran for 8h; Heating; Further byproducts given;	A 3.0 % Chromat. B 0.13 % Chromat. C 12 % Chromat. D 54 % Chromat.

Upstream product

• 75-79-6 Methyltrichlorosilane 
• 4342-61-4 1,2-dichlorotetramethylsilane 
• 75-16-1 methylmagnesium bromide 
• 75-78-5 dimethylsilicon dichloride 
• 149-74-6 dichloromethylphenylsilane 
• 80-10-4 diphenylsilyl dichloride 
• 18395-90-9 Di-tert-butyldichlorosilane 
• 18147-18-7 tert-butyldichloromethylsilane 
• 13452-92-1 decamethylcyclopentasilane 
• 10124-62-6 1,2-dimethoxy-1,1,2,2-tetramethyldisilane 
• 13452-94-3 tetradecamethylcycloheptasilane 
• 30314-60-4 tetradecamethylbicyclo[2.2.2]octasilane 

Downstream Products

• 541-05-9 Hexamethylcyclotrisiloxane 
• 556-67-2 octamethylcyclotetrasiloxane 
• 106-99-0 buta-1,3-diene 
• 931-88-4 cis-Cyclooctene 
• 14857-34-2 dimethyl(ethoxy)silane 
• 18033-75-5 dimethylmethoxysilane 
• 78-79-5 isoprene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 13452-92-1 decamethylcyclopentasilane 
• 812-15-7 1,1,1,2,2-pentamethyldisilane 
• 814-98-2 1,1,2,2-tetramethyldisilane 
• 813-43-4 1,3-dihydro-1,1,2,2,3,3-hexamethyltrisilane 
• 812-28-2 heptamethyltrisilane 
• 2036-66-0 Dilithium benzophenone dianion 

Relevant articles and documents

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CYCLIC POLYSILANES. XIX. A TEMPERATURE STUDY OF REDISTRIBUTION EQUILIBRIA BETWEEN PERMETHYLCYCLOPOLYSILANES

Equilibria among the cyclic compounds (Me2Si)n where n=5, 6 and 7 have been studied between 30-58 deg C.Thermodynamic values for the redistribution reactions between pairs of compounds are, for n=5 -> 6, ΔH=-18 kcal/mole, ΔS=-20 cal/deg. mole; for n=7 -> 6, ΔH -3, ΔS +33; for n=7 -> 5, ΔH +18, ΔS +51.The enthalpies indicate that the stabilities of the rings increase in the order (Me2Si)5 (Me2Si)7 (Me2Si)6.The differences are smaller than corresponding differences among the cycloalkanes, probably because the silicon compounds are less affected by steric repulsions and angle strain.

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METHOD FOR PRODUCING CYCLIC POLYSILANE COMPOUND

Provided is a method for producing a cyclic polysilane compound simply and easily in a higher yield. The method for producing a cyclic polysilane compound according to an embodiment of the present invention comprising a reaction step of adding a silane monomer compound represented by Formula (I) below into a liquid mixture containing metallic sodium and a lithium salt and allowing them to react: where, R1 and R2 each independently represent a hydrogen atom, a hydrocarbon group, an alkoxy group, or a halogen atom, X1 and X2 each independently represent a halogen atom or an alkoxy group, and ni is an integer that is greater than or equal to 1.

METHOD FOR PRODUCING CYCLOHEXASILANE

Provided is a method for efficiently obtaining cyclohexasilane using a cyclic silane dianion salt as a raw material without a by-product such as silane gas by a simple device. The method for producing cyclohexasilane has a feature that a cyclic silane dianion salt represented by the following general formula (i) or general formula (ii) is reacted with an aluminum-based reducing agent or a boron-based reducing agent: wherein X represents a halogen element, a represents an integer of 0 to 6, and R1 to R4 each independently represent a hydrogen atom, an alkyl group, or an aryl group; wherein X represents a halogen element, a represents an integer of 0 to 6, and R5 to R8 each independently represent a hydrogen atom, an alkyl group, or an aryl group.