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Basic Information

Molecular Structure:
CAS No.:	1450-14-2
Name:	Hexamethyldisilane
Article Data:	134

Formula:	C₆H₁₈Si₂
Molecular Weight:	146.38
Synonyms:	Disilane, hexamethyl-(6CI,7CI,8CI,9CI);NSC 294211;Permethyldisilane;Hexamethyldisilane (HMD);
EINECS:	215-911-0
Density:	0.735 g/cm³
Melting Point:	9-12 °C(lit.)
Boiling Point:	113.5 °C at 760 mmHg
Flash Point:	5.8 °C
Solubility:	Insoluble in water, soluble in acetone, benzene, ethyl ether and heptane
Appearance:	Colorless clear liquid
Hazard Symbols:	F,Xi
Risk Codes:	11-36/37-43-36/37/38
Safety:	16-23-45-9-33-26-7/9
Transport Information:	UN 1993 3/PG 2
PSA:	0.00000
LogP:	2.74120

Synthetic route

: 75-77-4
chloro-trimethyl-silane

: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

Conditions

Conditions	Yield
With sodium; lithium In tetrahydrofuran at 25 - 28℃; for 4h; Heating; Irradiation; ultrasound irrad. var. time, var. temperatures, var. metal purity;	100%
With sodium; lithium In tetrahydrofuran at 25 - 28℃; for 4h; Irradiation;	100%
With potassium fluoride; phosphorus; potassium In 5,5-dimethyl-1,3-cyclohexadiene at 90℃; for 12h; Reagent/catalyst; Temperature;	97.3%

: 75-77-4
chloro-trimethyl-silane

: C39H67FPSi2(1-)*Na(1+)

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: C42H76FPSi3

Conditions

Conditions	Yield
In diethyl ether Heating;	A 68% B 100%

...Expand

: 119-61-9
benzophenone

: 56859-17-7
(trimethylsilyl)potassium

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: 464-72-2
tetraphenylethane-1,2-diol

Conditions

Conditions	Yield
In 1,2-dimethoxyethane for 12h; Ambient temperature;	A 85% B 80%

...Expand

: 75-77-4
chloro-trimethyl-silane

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With sodium at 130 - 140℃; for 10h;	A 84% B n/a

: 74768-58-4
1,1,3,3-tetramethylindan-2-thione

: 79184-72-8
2,2-dimesitylhexamethyltrisilane

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: 110354-69-3
C31H38SSi

Conditions

Conditions	Yield
In cyclohexane for 15h; Ambient temperature; Irradiation; low pressure mercury lamp;	A n/a B 82%

...Expand

: vanadocene monochloride

: 2290-65-5
trimethylsilyl isothiocyanate

A: 75-77-4
chloro-trimethyl-silane

B: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

C: bis(η5-cyclopentadienyl)vanadium diisothiocyanate

Conditions

Conditions	Yield
In toluene Heating at 120-150°C for 10 h.;	A 73% B 32% C 76%
In toluene molar ratio V-complex/Me3SiNCS=1:2, evacuated sealed ampul (120-150°C, 10 h);	A 73% B 32% C 76%

...Expand

: 2700-22-3
Benzylidenemalononitrile

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: 1867-37-4
Benzylmalononitrile

Conditions

Conditions	Yield
With phenanthrene In acetonitrile for 43h; Irradiation; 300 W high pressure mercury lamp, λ>280 nm;	A 75% B 10%

: 13465-77-5
hexachlorodisilane

: 544-97-8
dimethyl zinc(II)

: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

Conditions

Conditions	Yield
In diethyl ether Si2Cl6 and 31% excess of Zn(CH3)2 in ether at 85°C in a closed tube;;	74%

: vanadocene

: 59147-01-2
trimethylsilyl 2-iodobenzoate

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: bis(η5-cyclopentadiene)vanadium o-iodobenzoate

Conditions

Conditions	Yield
In toluene at 20℃; for 60h; Sealed tube;	A n/a B 69%

...Expand

: 111655-78-8
bis(trimethylsilyl)diphenylgermane

: 513-81-5
2,3-dimethyl-buta-1,3-diene

A: 1450-14-2
1,1,1,2,2,2-hexamethyldisilane

B: 768-32-1
trimethylphenylsilane

C: 5764-69-2
1,1-diphenyl-3,4-dimethyl-1-germacyclopent-3-ene

Conditions

Conditions	Yield
In pentane Irradiation (UV/VIS); (N2), 1 h irradiated; gas chromatography; elem. anal., NMR, mass. spectra;	A 68% B 27% C 61%

...Expand

Raw Materials

359-11-5

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Specification

The IUPAC name of Hexamethyldisilane is trimethyl(trimethylsilyl)silane. With the CAS registry number 1450-14-2 and EINECS 215-911-0, it is also named as Disilane, 1,1,1,2,2,2-hexamethyl-. The product's categories are Standards for NMR; Analytical Chemistry; NMR Spectrometry; Si (Classes of Silicon Compounds); Silicon Compounds (for Synthesis); Si-Si Compounds; Synthetic Organic Chemistry; Blocking Agents; Protective Agents; Silylating Agents; Special Silanes; Disilanes; DisilanesVapor Deposition Precursors; Organometallic Reagents; Organosilicon; Precursors by Metal. It is colorless clear liquid which is insoluble in water, soluble in acetone, benzene, ethyl ether and heptane. What's more, Hexamethyldisilane is a dimer of the trimethylsilyl (TMS) group, linked through a silicon-silicon bond. And it can be cleaved by iodine to give trimethylsilyl iodide. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. People should ensure that the workplace has well-ventilated equipment.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.5; (4)ACD/LogD (pH 7.4): 2.5; (5)ACD/BCF (pH 5.5): 46.85; (6)ACD/BCF (pH 7.4): 46.85; (7)ACD/KOC (pH 5.5): 546.38; (8)ACD/KOC (pH 7.4): 546.38; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.39; (14)Molar Refractivity: 47.28 cm³; (15)Molar Volume: 199 cm³; (16)Polarizability: 18.74×10^-24 cm³; (17)Surface Tension: 14.6 dyne/cm; (18)Density: 0.735 g/cm³; (19)Flash Point: 5.8 °C; (20)Enthalpy of Vaporization: 33.74 kJ/mol; (21)Boiling Point: 113.5 °C at 760 mmHg; (22)Vapour Pressure: 24.5 mmHg at 25°C.

Preparation of Hexamethyldisilane: It can be obtained by chloro-trimethyl-silane. This reaction needs reagent Li/2 percent Na and solvent tetrahydrofuran at temperature of 25-28 °C. The reaction time is 4 hours. The yield is 100%.

Hexamethyldisilane can be obtained by chloro-trimethyl-silane

Uses of Hexamethyldisilane: It can be used as raw material in the preparation of trimethylsilyl lithium, sodium trimethylsilyl and trimethylsilyl potassium. It is also used in pharmaceutical synthesis and can be used as terminator of poly carbosilane chain. In addition, it can react with furan-2-carbonyl chloride to get furan-2-yl-trimethylsilanyl-methanone. This reaction needs reagents (p-allyl-PdCl)₂, P(OEt)₃ and solvent toluene by heating. The reaction time is 6 hours. The yield is 60%.

Hexamethyldisilane can react with furan-2-carbonyl chloride to get furan-2-yl-trimethylsilanyl-methanone

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is also irritating to eyes, respiratory system and skin. People must not breathe vapour. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. When using this chemical, take precautionary measures against static discharges. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:C[Si](C)(C)[Si](C)(C)C
2. InChI:InChI=1/C6H18Si2/c1-7(2,3)8(4,5)6/h1-6H3
3. InChIKey:NEXSMEBSBIABKL-UHFFFAOYAV

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
guinea pig	LD50	oral	> 20gm/kg (20000mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 59(4), Pg. 14, 1994.
mouse	LD50	oral	> 20gm/kg (20000mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 59(4), Pg. 14, 1994.
rat	LD50	oral	> 20gm/kg (20000mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 59(4), Pg. 14, 1994.