Hexamethyldisiloxane supplier

Name
Hexamethyldisiloxane
EINECS 203-492-7
CAS No. 107-46-0
Article Data493
CAS DataBase
Density 0.79 g/cm³
Solubility insoluble in water
Melting Point -59 °C
Formula C₆H₁₈OSi₂
Boiling Point 100.9 °C at 760 mmHg
Molecular Weight 78.218
Flash Point 7.7 °C
Transport Information UN 1993 3/PG 2
Appearance Colorless or yellowish transparent liquid
Safety 16
Risk Codes 11
Molecular Structure
Hazard Symbols F
Synonyms hexamethyl-Disiloxane;Hexamethyldisiloxane(HMDO);Disiloxane,hexamethyl-;Disiloxane, hexamethyl-;Silane, oxybis(trimethyl-;Oxybis (trimethylsilane);Oxybis(trimethylsilane);Bis(trimethylsilyl) oxide;Bis(trimethylsilyl)oxide;OS 10 (siloxane);Bistrimethylsilyl ether;Hexamethyldisiloxane (MM);Hexamethyldisiloxane (HMDSO);Bis(trimethylsilyl) ether;trimethyl-trimethylsilyloxy-silane;Bis-trimethylsilyl oxide;Hexamethyl disiloxane;Silane, oxybis(trimethyl)-;Bis(trimethylsilyl)ether;
PSA 9.23000
LogP 2.67280

Synthetic route

: 75-77-4
chloro-trimethyl-silane

: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With hydrogenchloride at 20℃;	100%
With sodium hydroxide In water at 30℃; for 0.416667h; Concentration; Temperature;	99.97%
With styrene type I anion exchange resin In water at 45 - 75℃; for 2.5h; Concentration; Temperature; Inert atmosphere;	93.8%

: 993-07-7
trimethylsilan

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

B: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether at 100℃; for 101.5h;	A 84% B 16%
With hydrogenchloride; diethyl ether In benzene-d6 at 100℃; Reagent/catalyst; Schlenk technique; Inert atmosphere;	A 84 %Spectr. B 16 %Spectr.

: 75-77-4
chloro-trimethyl-silane

: 115-98-0
bis(2-chloroethyl) vinylphosphonate

A: 107-46-0
Hexamethyldisiloxane

B: 1746-03-8
vinylphosphonic acid

Conditions

Conditions	Yield
Stage #1: chloro-trimethyl-silane; bis(2-chloroethyl) vinylphosphonate at 0 - 170℃; under 3040.2 Torr; for 24h; Stage #2: With water for 1 - 2h;	A n/a B 95%

...Expand

: 1066-40-6
Trimethylsilanol

: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane; scandium tris(trifluoromethanesulfonate) In chlorobenzene at 70℃; for 1h;	82%
With hydrogenchloride
With K2CO3 or Al2O3 In neat (no solvent) react. of (CH3)3SiOH and K2CO3 or Al2O3 at room temp.;;
With K2CO3 or Al2O3 In neat (no solvent) react. of (CH3)3SiOH and K2CO3 or Al2O3 at room temp.;;

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With ammonium sulfate; urea In 1,2-dimethoxyethane at 90℃; for 0.666667h; Temperature; Reagent/catalyst; Inert atmosphere; Large scale;	99.7%
With water; hydrogenchloride at 85.4℃; Mechanism; Equilibrium constant; influence of catalyst concentration;
With potassium dichromate; sulfuric acid; silver sulfate In water for 2h; Mechanism; Heating; other organosilicon compounds, chemical oxygen demand value, oxidizability, glass beads presence;
With water; scandium tris(trifluoromethanesulfonate) In chlorobenzene at 70℃; for 1h; Inert atmosphere;

: 1066-40-6
Trimethylsilanol

: 694-53-1
phenylsilane

A: 27991-58-8
1,1,1,5,5,5-hexamethyl-3-phenyl-trisiloxane

B: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With nickel(II) bis(2,2,6,6-tetramethylheptane-3,5-dionate) In dichloromethane at 20℃; for 19h; Schlenk technique; Inert atmosphere;	A 74% B 0.15 mmol

...Expand

: 6651-36-1
1-(Trimethylsilyloxy)cyclohexene

A: 107-46-0
Hexamethyldisiloxane

B: 2979-36-4
<2-D>Cyclohexanone

Conditions

Conditions	Yield
With hydrogen; Rh(PPh3)3Cl In water-d2 at 50℃; under 760 Torr; for 18h;	A n/a B 95%

: 1066-40-6
Trimethylsilanol

: 694-53-1
phenylsilane

A: 107-46-0
Hexamethyldisiloxane

B: C9H16OSi2

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tributylphosphine In tetrahydrofuran at 25℃; for 13h; Reagent/catalyst; Solvent; Inert atmosphere;	A 15% B 85%

...Expand

: 1066-40-6
Trimethylsilanol

: 694-53-1
phenylsilane

A: 27991-58-8
1,1,1,5,5,5-hexamethyl-3-phenyl-trisiloxane

B: 107-46-0
Hexamethyldisiloxane

C: C9H16OSi2

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; tributylphosphine In N,N-dimethyl acetamide at 25℃; for 13h; Inert atmosphere;	A 6% B 48% C 71%

...Expand

: 1066-40-6
Trimethylsilanol

: 37611-52-2
2-methyl a l l y l t r i s-(trimethylsiloxy)silane

A: 107-46-0
Hexamethyldisiloxane

B: 3555-47-3
1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane

Conditions

Conditions	Yield
With Amberlyst-15 In acetonitrile at 20℃;

...Expand

: 617-86-7
triethylsilane

: 75-77-4
chloro-trimethyl-silane

A: 994-30-9
triethylsilyl chloride

B: 107-46-0
Hexamethyldisiloxane

C: 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane

Conditions

Conditions	Yield
With Mo(CO)5(trimethylamine); N,N-dimethyl-formamide In benzene-d6 at 20℃; for 144h; Sealed tube; Inert atmosphere;

...Expand

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

A: 107-46-0
Hexamethyldisiloxane

B: 7727-37-9
nitrogen

Conditions

Conditions	Yield
With cesium fluoride; dinitrogen monoxide In dimethylsulfoxide-d6 at 20℃; under 750.075 Torr; for 4h; Reagent/catalyst;	A 77 %Chromat. B n/a

: 18306-29-1
bis(trimethylsilyl)sulphate

: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With potassium sulfate at 250℃; for 3h;	82%
With sodium at 150℃;	68%
With hydrogen iodide In octane at 0℃;	56%
With water

1-nitro-1-phenylmethane: 1-nitro-1-phenylmethane

A: 107-46-0
Hexamethyldisiloxane

B

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A n/a B 96%

1-methyl-2-(2-nitroethyl)benzene: 1-methyl-2-(2-nitroethyl)benzene

A: 107-46-0
Hexamethyldisiloxane

B: 529-19-1
2-Methylbenzonitrile

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A n/a B 90%

: 75-77-4
chloro-trimethyl-silane

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

B: 107-46-0
Hexamethyldisiloxane

C: 1586-73-8
tris(trimethylsilyl)amine

D: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

Conditions

Conditions	Yield
With sodium; cis-{tungsten(dinitrogen)2(P(methyl)2Ph)4} In tetrahydrofuran at 30℃; for 4h; Further byproducts given;	A 71.8 % Chromat. B n/a C 2.9 % Chromat. D 1.6 % Chromat.
With sodium; cis-(molybdenum-bis(dinitrogen)(PMe2Ph)4) In tetrahydrofuran at 30℃; for 15h; Further byproducts given;	A 39.0 % Chromat. B n/a C 36.6 % Chromat. D 1.1 % Chromat.

...Expand

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

: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether at 120℃; for 70h; Sealed tube;	100%
With carbon monoxide; hydrogen; nickel at 200℃; under 750.06 Torr; for 2h;	59%
With bromobenzene; calcium In water for 1h; Ambient temperature;	5%

: 420-56-4
trimethylsilyl fluoride

: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With potassium hydroxide Heating; Yield given;
With calcium hydroxide; potassium hydroxide In water
With calcium hydroxide; potassium hydroxide In water

: 38362-90-2
3-nitroxylene

A: 107-46-0
Hexamethyldisiloxane

B: 620-22-4
3-Methylbenzonitrile

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A n/a B 93%

: 7575-82-8
1-nitroadamantane

A: 107-46-0
Hexamethyldisiloxane

B: 768-93-4
1-iodoadamantane

C NO, 0.5I2: NO, 0.5I2

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A n/a B 98% C n/a

...Expand

: 75-77-4
chloro-trimethyl-silane

: 766-77-8
Dimethylphenylsilane

A: 107-46-0
Hexamethyldisiloxane

B: 14920-92-4
pentamethyl(phenyl)disiloxane

C: 56-33-7
1,1,3,3-tetramethyl-1,3-diphenyldisiloxane

D: 768-33-2
phenyldimethylsilyl chloride

Conditions

Conditions	Yield
With Mo(CO)5(trimethylamine); N,N-dimethyl-formamide In benzene-d6 at 20℃; for 192h; Sealed tube; Inert atmosphere;

...Expand

: 617-86-7
triethylsilane

: 75-77-4
chloro-trimethyl-silane

A: 994-30-9
triethylsilyl chloride

B: 107-46-0
Hexamethyldisiloxane

C: 2652-41-7
1,1,1-triethyl-3,3,3-trimethyl-disiloxane

D: 994-49-0
hexaethyl disiloxane

Conditions

Conditions	Yield
With Mo(CO)5(trimethylamine); N,N-dimethyl-formamide In benzene-d6 at 50℃; for 3h; Sealed tube; Inert atmosphere;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 776-76-1
methyldiphenylsilane

A: 107-46-0
Hexamethyldisiloxane

B: 1719-04-6
1,1,1,3-tetramethyl-3,3-diphenyl-disiloxane

C: 144-79-6
chloromethyldiphenylsilane

D: 807-28-3
1,3-Dimethyl-1,1,3,3-tetraphenyldisiloxan

Conditions

Conditions	Yield
With Mo(CO)5(trimethylamine); N,N-dimethyl-formamide In benzene-d6 at 20℃; for 408h; Sealed tube; Inert atmosphere;

...Expand

: 1122-60-7
1-nitrocyclohexane

A: 100-64-1
Cyclohexanone oxime

B: 107-46-0
Hexamethyldisiloxane

C I2: I2

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A 84% B n/a C n/a

...Expand

: 2943-69-3
1,3-bis(iodomethyl)-1,1,3,3-tetramethyl-disiloxane

: 149-30-4
2-Mercaptobenzothiazole

A: 107-46-0
Hexamethyldisiloxane

B: 2-[({3-[(1,3-benzotiazolium-2-ylsulfanyl)methyl]-1,1,3,3-tetramethyldisiloxanyl}methyl)sulfanyl]-1,3-benzotiazolium diiodide

Conditions

Conditions	Yield
at 150℃; for 3h;	A n/a B 81%

...Expand

: 75-77-4
chloro-trimethyl-silane

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

B: 107-46-0
Hexamethyldisiloxane

C: 7140-91-2
Me3Si(CH2)4OSiMe3

D: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

Conditions

Conditions	Yield
With sodium; molybdenum(V) chloride In tetrahydrofuran at 30℃; for 4h;	A 8.6 % Chromat. B n/a C 34.6 % Chromat. D 2.0 % Chromat.

...Expand

: 75-77-4
chloro-trimethyl-silane

A: 420-56-4
trimethylsilyl fluoride

B: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With potassium fluoride; 18-crown-6 ether In water; chlorobenzene at 90 - 100℃; for 2h;	A 41% B n/a

: 646-14-0
1-nitrohexane

A: 628-73-9
hexanenitrile

B: 6033-61-0
hexanal oxime

C: 107-46-0
Hexamethyldisiloxane

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A 10% B 81% C n/a

...Expand

: 102-96-5
(2-nitroethenyl)benzene

A: 107-46-0
Hexamethyldisiloxane

B: 140-29-4
phenylacetonitrile

Conditions

Conditions	Yield
With trimethylsilyl iodide In dichloromethane at 25℃; for 16h;	A n/a B 71%

: 104724-76-7
C-trimethylsiloxymethyl-C,N-bis(trimethylsilyl)ketimine

A: 107-46-0
Hexamethyldisiloxane

B: 96475-89-7
α-trimethylsilylacrylonitrile

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at -78℃; or other Lewis acids;	A n/a B 88%

: 107-46-0
Hexamethyldisiloxane

: 91258-92-3
(acetylthiomethyl)trifluorosilane

: acetylthiomethyl(trimethylsiloxy)difluorosilane

Conditions

Conditions	Yield
In tetrachloromethane Ambient temperature;	100%

: 107-46-0
Hexamethyldisiloxane

: 91076-68-5
mono-trimethylsilylphosphite

Conditions

Conditions	Yield
With phosphonic Acid Heating;	100%

: 107-46-0
Hexamethyldisiloxane

: 222306-90-3
S-(tert-butyl)-S-phenylsulfoximine

: 222306-91-4
S-tert-butyl-N-trimethylsilyl-S-phenylsulfoximine

Conditions

Conditions	Yield
at 85℃; for 0.666667h;	100%

: 107-46-0
Hexamethyldisiloxane

: 4381-25-3
S-methyl-S-phenylsulfoximine

: 89902-44-3
S-methyl-S-phenyl-N-(trimethylsilyl)sulfoximine

Conditions

Conditions	Yield
at 85℃; for 0.666667h;	100%

: 107-46-0
Hexamethyldisiloxane

: [trans-C5H8(PCy2)2Pt(CH2CMe3)H]

: [trans-C5H8(PCy2)2Pt(CH2CMe3)CH2SiMe2OSiMe3]

Conditions

Conditions	Yield
In neat (no solvent) byproducts: CMe4; inert atm.; stirring (67°C, several h); evapn. (vac.);	100%

Hexamethyldisiloxane Consensus Reports

Reported in EPA TSCA Inventory.

Hexamethyldisiloxane Specification

The IUPAC name of Hexamethyldisiloxane is trimethyl(trimethylsilyloxy)silane. With the CAS registry number 107-46-0 and EINECS 203-492-7, it is also named as Disiloxane, hexamethyl-. The product's categories are Siloxanes; Organics; Si (Classes of Silicon Compounds); Silicon Compounds (for Synthesis); Si-O Compounds; Synthetic Organic Chemistry. It is colorless or yellowish transparent liquid which is stable, but moisture sensitive. It is also highly flammable, so people should keep it away from sources of ignition. When heated to decomposition it emits acrid smoke and fumes. Additionally, this chemical should be sealed in the container and stored in the cool, well-ventilated and dry place.

The other characteristics of Hexamethyldisiloxane can be summarized as:
(1)ACD/LogP: 4.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.2; (4)ACD/LogD (pH 7.4): 4.2; (5)ACD/BCF (pH 5.5): 923.51; (6)ACD/BCF (pH 7.4): 923.51; (7)ACD/KOC (pH 5.5): 4615.97; (8)ACD/KOC (pH 7.4): 4615.97; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.393; (14)Molar Refractivity: 49.02 cm³; (15)Molar Volume: 205.4 cm³; (16)Polarizability: 19.43×10^-24 cm³; (17)Surface Tension: 15.6 dyne/cm; (18)Enthalpy of Vaporization: 32.61 kJ/mol; (19)Vapour Pressure: 41.4 mmHg at 25°C; (20)Rotatable Bond Count: 2; (21)Exact Mass: 162.089618; (22)MonoIsotopic Mass: 162.089618; (23)Topological Polar Surface Area: 9.2; (24)Heavy Atom Count: 9; (25)Complexity: 76.2.

Preparation of Hexamethyldisiloxane:
Adding 62.49g (0.575mol) trimethylchlorosilane to the solution of 72.7g (0.06mol) N, N-dimethylaniline and 7g water and refluxing 1h. Using atmospheric distillation to collect fractions of 98-101 °C. After drying. we can get 43-44g product. The yield is 92-94%. 2(CH₃)₃SiCl+H₂O→(CH₃)₃SiO(CH3)3Si+2HCl

Uses of Hexamethyldisiloxane:
It is mainly used as source of the trimethylsilyl functional group (-Si(CH₃)₃) in organic synthesis. It is also used in liquid bandages (spray on plasters) such as cavilon spray, to protect damaged skin from irritation from other bodily fluids. What's more, it is used as a solvent and as a reagent in organic synthesis. For example: it can react with 4-benzoylamino-1H-pyrimidin-2-one to get N-(2-oxo-1-trimethylsilanyl-1,2-dihydro-pyrimidin-4-yl)-benzamide. This reaction which is a kind of alkylation needs reagent (NH4)₂SO₄ and solvent acetonitrile at temperature of 140 °C. The reaction time is 20 hours. The yield is 37%.
Hexamethyldisiloxane can react with 4-benzoylamino-1H-pyrimidin-2-one to get N-(2-oxo-1-trimethylsilanyl-1,2-dihydro-pyrimidin-4-yl)-benzamide

People can use the following data to convert to the molecule structure.
1. SMILES:O([Si](C)(C)C)[Si](C)(C)C
2. InChI:InChI=1/C6H18OSi2/c1-8(2,3)7-9(4,5)6/h1-6H3
3. InChIKey:UQEAIHBTYFGYIE-UHFFFAOYAL

The following are the toxicity data of Hexamethyldisiloxane:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LDLo	oral	50gm/kg (50000mg/kg)		Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 332, 1948.
mouse	LD50	intraperitoneal	4500mg/kg (4500mg/kg)		Russian Chemical Reviws Vol. 38, Pg. 975, 1969.
rabbit	LD50	skin	16mL/kg (16mL/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITH APPROPRIATE ANESTHESIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 12, Pg. 590, 1993.
rat	LC50	inhalation	15956ppm/4H (15956ppm)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA	National Technical Information Service. Vol. OTS0573658,
rat	LDLo	intraperitoneal	1825mg/kg (1825mg/kg)		National Technical Information Service. Vol. OTS0572636,
rat	LDLo	oral	8mL/kg (8mL/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 12, Pg. 590, 1993.

Product Name

Hexamethyldisiloxane

Synthetic route

Hexamethyldisiloxane Consensus Reports

Hexamethyldisiloxane Specification

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