Divinyltetramethyldisiloxane supplier

Name
Divinyltetramethyldisiloxane
EINECS 220-099-6
CAS No. 2627-95-4
Article Data18
CAS DataBase
Density 0.813 g/cm³
Solubility insoluble in water
Melting Point -99 °C(lit.)
Formula C₈H₁₈OSi₂
Boiling Point 138.999 °C at 760 mmHg
Molecular Weight 186.401
Flash Point 33.325 °C
Transport Information UN 1993 3/PG 2
Appearance Colorless or yellowish transparent liquid
Safety 16-26-36-37/39
Risk Codes 11-36/37/38
Molecular Structure
Hazard Symbols F,Xi
Synonyms Disiloxane,1,1,3,3-tetramethyl-1,3-divinyl- (6CI,7CI,8CI);1,1,3,3-Tetramethyl-1,3-divinyldisiloxane;1,1'-Divinyltetramethyldisiloxane;1,3-Diethenyl-1,1,3,3-tetramethyldisiloxane;1,3-Divinyl-1,1,3,3-tetramethyldisiloxane;1,3-Divinyltetramethyldisiloxane;Bis(ethenyldimethylsilyl) ether;Tetramethyl-1,3-divinyldisiloxane;sym-Divinyltetramethyldisiloxane;sym-Tetramethyldivinyldisiloxane;Divinyltetramethyldisiloxane;
PSA 9.23000
LogP 2.86360

Synthetic route

: 18243-27-1
dimethylvinylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With sodium hydroxide at 68℃; for 4h;	96%

: 5356-83-2
ethoxydimethylvinylsilane

: 1351415-92-3
(2-methylallyl)-dimethylvinylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With water; scandium tris(trifluoromethanesulfonate) In acetonitrile at 20℃; for 1h;	94%

: 5356-83-2
ethoxydimethylvinylsilane

A: 2627-95-4
tetramethyldivinyldisiloxane

B: 79238-55-4
2-methyl-3-butene-2-ol, sodium salt

Conditions

Conditions	Yield
With water; sodium hydroxide at 20℃;	A 60% B 40%

: 17877-23-5
triisopropylsilanol

: 1351415-92-3
(2-methylallyl)-dimethylvinylsilane

A: 2627-95-4
tetramethyldivinyldisiloxane

B: 1351415-84-3
1,1-dimethyl-3,3,3-triisopropyl-1-vinyldisiloxane

Conditions

Conditions	Yield
With n-heptan1ol; scandium tris(trifluoromethanesulfonate) In water; acetonitrile at 22℃; for 0.5h;	A 19% B 58%

...Expand

: 60-29-7
diethyl ether

: 1719-58-0
Chlorodimethylvinylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With hydrogenchloride

: 5356-83-2
ethoxydimethylvinylsilane

: 67-64-1
acetone

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With hydrogenchloride

: 1719-58-0
Chlorodimethylvinylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With lithium oxide In diethyl ether Yield given;
With water

: 857899-86-6
(1-hydrohexafluoroisobutenyloxy)trimethylsilane

: 1719-58-0
Chlorodimethylvinylsilane

A: dimethyl-(3,3,3-trifluoro-2-trifluoromethyl-propenyloxy)-vinyl-silane

B: 1438-79-5
1,1,3,3,3-pentamethyl-1-vinyldisiloxane

C: 2627-95-4
tetramethyldivinyldisiloxane

D: 38755-76-9
dimethyl vinyl fluorosilane

Conditions

Conditions	Yield
Stage #1: (1-hydrohexafluoroisobutenyloxy)trimethylsilane With cesium fluoride In diethylene glycol dimethyl ether at -10℃; for 2h; Stage #2: Chlorodimethylvinylsilane In diethylene glycol dimethyl ether at -10℃; for 2h; Further byproducts given;

...Expand

: 206356-44-7
CF3C(O)CH(OSiMe2(C2H3))CF3

: 109-81-9
N-methyl-ethane-1,2-diamine

A: 2627-95-4
tetramethyldivinyldisiloxane

B: CF3C(O)CH2(NCH2CH2NHMe)CF3

Conditions

Conditions	Yield
for 2h;

...Expand

: 78-08-0
Triethoxyvinylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With [D]-sodium hydroxide; water-d2; palladium diacetate; sodium 4-iodo-benzoate at 30℃; for 20h;	100 %Spectr.

: C36H56N2OPdSi2

A: 2627-95-4
tetramethyldivinyldisiloxane

B: 1315461-59-6
1,3-bis(2,6-diisopropylphenyl)-2-methylene-2,3-dihydro-1H-imidazole

Conditions

Conditions	Yield
In benzene-d6 at 80℃;

: 3277-26-7
1,1,3,3-Tetramethyldisiloxane

: 74-86-2
acetylene

: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With dichlorotricarbonylruthenium(II) dimer; N,N-dimethyl-aniline In 1,4-dioxane at 50℃; under 3750.38 Torr; for 24h; Temperature; Pressure; Solvent;

: 75-77-4
chloro-trimethyl-silane

: 1719-58-0
Chlorodimethylvinylsilane

A: 107-46-0
Hexamethyldisiloxane

B: 1438-79-5
1,1,3,3,3-pentamethyl-1-vinyldisiloxane

C: 2627-95-4
tetramethyldivinyldisiloxane

Conditions

Conditions	Yield
With water at 0 - 10℃; for 2h;
In water at 0 - 20℃;	A 22 %Chromat. B 49 %Chromat. C 28 %Chromat.

...Expand

: 1066-35-9
dimethylmonochlorosilane

: 1719-58-0
Chlorodimethylvinylsilane

A: 3277-26-7
1,1,3,3-Tetramethyldisiloxane

B: 2627-95-4
tetramethyldivinyldisiloxane

C: 55967-52-7
1,1,3,3-tetramethyl-1-vinyldisiloxane

Conditions

Conditions	Yield
In water at 0 - 20℃;	A 11 %Chromat. B 26 %Chromat. C 62 %Chromat.

...Expand

: 31989-57-8
bis(triphenylphosphine)palladium(0)

: 2627-95-4
tetramethyldivinyldisiloxane

: 252008-09-6
[Pd((η(2)-CH2CHSiMe2)2O)P(C6H5)3]

Conditions

Conditions	Yield
at 25℃; for 0.166667h; Inert atmosphere;	100%

: 227025-38-9, 242806-77-5
[(C5Me5)Rh(vinyltrimethylsilane)2]

: 2627-95-4
tetramethyldivinyldisiloxane

: 503091-93-8, 174735-70-7, 174847-75-7
(η(5)-C5Me5)Rh[(η(4)-(CH2=CHSiMe2)2O)]

Conditions

Conditions	Yield
In not given Rh complex was reacted with ligand;	99%

: 2627-95-4
tetramethyldivinyldisiloxane

: 576-83-0
2,4,6-trimethylphenyl bromide

: 769-25-5
2,4,6-trimethylstyrene

Conditions

Conditions	Yield
With johnphos; bis(η3-allyl-μ-chloropalladium(II)) In N,N-dimethyl-formamide at 40℃; for 24h;	99%

: 2627-95-4
tetramethyldivinyldisiloxane

: 7787-70-4
copper(I) bromide

: [divinyltetramethyldisiloxane]2[Cu4Br4]

Conditions

Conditions	Yield
In neat (no solvent) CuBr dissolved in divinyltetramethyldisiloxane; crystd. for 1 d, elem. anal.;	99%

: 2627-95-4
tetramethyldivinyldisiloxane

: copper(l) chloride

: [divinyltetramethyldisiloxane]2[Cu4Cl4]

Conditions

Conditions	Yield
In neat (no solvent) CuCl dissolved in divinyltetramethyldisiloxane; crystd. for 1 d, elem. anal.;	99%

: (N,N,N',N'-tetramethylethylenediamine)dimethylpalladium(II)

: 2627-95-4
tetramethyldivinyldisiloxane

: 91608-15-0
tris(2,4,6-trimethoxyphenyl)phosphine

: 1222557-48-3
Pd(P(C6H2(OCH3)3)3)(CH2CHSi(CH3)2OSi(CH3)2CHCH2)

Conditions

Conditions	Yield
In neat (no solvent) (Ar, Schlenk) a suspn. of Rh-complex and phosphine in degassed and driedsiloxane-compound was stirred at room temp. overnight; the solvent was removed under vac., the solid was washed with a small portion of diethyl ether or pentane at -50°C;	99%

...Expand

: 189282-65-3
[(cyclopentadienyl)Co(trimethylvinylsilane)2]

: 2627-95-4
tetramethyldivinyldisiloxane

: 1246272-89-8
[(cyclopentadienyl)Co(1,3-divinyl-1,1,3,3-tetramethyldisiloxane)]

Conditions

Conditions	Yield
In diethyl ether byproducts: (CH3)3SiCHCH2; (Ar), Schlenk techniques; dropwise addn. of O compd. to soln. of Co complex in Et2O at -30°C over 2 min, stirring for 5 min; evapn. under reduced pressure at -20°C, drying under vacuum;	99%

: 74-93-1
methylthiol

: 2627-95-4
tetramethyldivinyldisiloxane

: 1,1,3,3-tetramethyl-1,3-bis(2-(methylthio)ethyl)disiloxane

Conditions

Conditions	Yield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;	99%

: 1000598-40-2
4-[(dimethyl(vinyl)silyl)]morpholine

: 2627-95-4
tetramethyldivinyldisiloxane

: tris(vinyldimethylsilyl)phosphate

Conditions

Conditions	Yield
Stage #1: tetramethyldivinyldisiloxane With phosphoric acid at 105 - 115℃; for 3h; Reflux; Large scale; Stage #2: 4-[(dimethyl(vinyl)silyl)]morpholine at -10℃; Reflux; Large scale;	97.11%

: 998-30-1
Triethoxysilane

: 2627-95-4
tetramethyldivinyldisiloxane

: 1,3-bis(triethoxysilylethyl)tetramethyldisiloxane

Conditions

Conditions	Yield
With (TFAPDI)Co(2-ethylhexanoate)2 In neat (no solvent) at 23℃; for 1h;	97%

: 75-54-7
Dichloromethylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

: 2622-05-1
allylmagnesium bromide

: C22H46OSi4

Conditions

Conditions	Yield
Stage #1: Dichloromethylsilane; tetramethyldivinyldisiloxane With platinum In toluene at 60℃; Inert atmosphere; Stage #2: allylmagnesium bromide In tetrahydrofuran at 60℃; for 1.16667h; Inert atmosphere; Cooling with ice;	97%

...Expand

: 107-46-0
Hexamethyldisiloxane

: 2627-95-4
tetramethyldivinyldisiloxane

: 1438-79-5
1,1,3,3,3-pentamethyl-1-vinyldisiloxane

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium hydroxide at 80℃; for 1h;	96.2%
With Lewatit SPC 118 for 5h; Ambient temperature;	17 g

: 1295-35-8
bis(1,5-cyclooctadiene)nickel (0)

: 2627-95-4
tetramethyldivinyldisiloxane

: 189372-83-6
[Ni2(1,1,3,3-tetramethyl-1,3-divinyldisiloxane)3]

Conditions

Conditions	Yield
In diethyl ether byproducts: Ni, cyclooctadiene; overnight at ambient temp.; volatiles removed (vac.), taken up into pentane, filtered (Celite), concd.;	95%
In diethyl ether at 20℃; for 24h; Schlenk technique; Inert atmosphere;	50%

: 2627-95-4
tetramethyldivinyldisiloxane

: 35948-25-5
9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide

: C20H27O3PSi2

Conditions

Conditions	Yield
Stage #1: 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 1,4-dioxane at 80℃; for 0.5h; Autoclave; Inert atmosphere; High pressure; Stage #2: tetramethyldivinyldisiloxane In 1,4-dioxane; cyclohexane at 80℃; for 20h; Reagent/catalyst; Solvent; Temperature; High pressure;	95%

: 2627-95-4
tetramethyldivinyldisiloxane

: 1,1,3,3-tetramethyl-1,3-bis(2-(trichloro-silyl)ethyl)disiloxane

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; trichlorosilane In toluene at 20℃; for 18h; Inert atmosphere; Schlenk technique;	95%

: 2627-95-4
tetramethyldivinyldisiloxane

: 947-42-2
diphenylsilanediol

: 18586-22-6
1,5-divinyl-3,3-diphenyl-1,1,5,5-tetramethyltrisiloxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In hexane at 70 - 80℃; for 2h; Reagent/catalyst; Inert atmosphere; Green chemistry;	94.6%

: 1112-39-6
dimethyldimethoxysilan

: 2627-95-4
tetramethyldivinyldisiloxane

: 17980-39-1
1,1,3,3,5,5-hexamethyl-1,5-divinyltrisiloxane

Conditions

Conditions	Yield
With iron(III) chloride at 70 - 80℃; for 4h; Temperature; Reagent/catalyst;	94.2%
With trifluorormethanesulfonic acid; acetic anhydride; acetic acid at 50℃; for 2.5h;	51.7%

: 75-54-7
Dichloromethylsilane

: 2627-95-4
tetramethyldivinyldisiloxane

: 108-24-7
acetic anhydride

: C18H38O9Si4

Conditions

Conditions	Yield
Stage #1: Dichloromethylsilane; tetramethyldivinyldisiloxane With dihydrogen hexachloroplatinate In isopropyl alcohol for 0.833333h; Inert atmosphere; Stage #2: acetic anhydride at 100℃; for 12h; Inert atmosphere;	94%

...Expand

: 2627-95-4
tetramethyldivinyldisiloxane

: 108-24-7
acetic anhydride

: C20H38O13Si4

Conditions

Conditions	Yield
Stage #1: tetramethyldivinyldisiloxane With dihydrogen hexachloroplatinate; trichlorosilane In isopropyl alcohol for 0.833333h; Inert atmosphere; Stage #2: acetic anhydride at 100℃; for 12h; Inert atmosphere;	94%

: 2627-95-4
tetramethyldivinyldisiloxane

: 90-90-4
(4-bromophenyl)(phenyl)methanone

: 3139-85-3
4-vinylbenzophenone

Conditions

Conditions	Yield
With potassium trimethylsilonate; Triphenylphosphine oxide; palladium tris(dibenzylideneacetone) In tetrahydrofuran for 3h; Heating;	93%
With tris-(dibenzylideneacetone)dipalladium(0); potassium trimethylsilonate; Triphenylphosphine oxide In tetrahydrofuran at 66℃; for 5h; Inert atmosphere;	90%

: 1073-67-2
4-vinylbenzyl chloride

: 2627-95-4
tetramethyldivinyldisiloxane

: 1123168-01-3
1,3-bis[(E)-4-chlorostyryl]tetramethyldisiloxane

Conditions

Conditions	Yield
Stage #1: 4-vinylbenzyl chloride; tetramethyldivinyldisiloxane With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) In 1,4-dioxane at 100℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) chloride In 1,4-dioxane at 100℃; for 16h; Inert atmosphere; stereoselective reaction;	93%
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); copper(l) chloride In 1,4-dioxane at 100℃; for 16h;

: 2627-95-4
tetramethyldivinyldisiloxane

: 1073-39-8
4-bromobenzocyclobutene

: 1,2-bis(benzocyclobuten-4-yl)ethylene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium acetate; palladium diacetate; tris-(o-tolyl)phosphine In water; N,N-dimethyl-formamide at 100℃; for 48h; Inert atmosphere;	93%

: 96-27-5
rac-3-sulfanylpropane-1,2-diol

: 2627-95-4
tetramethyldivinyldisiloxane

: C14H34O5S2Si2

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran at 20℃; for 2h; UV-irradiation;	93%

: 2627-95-4
tetramethyldivinyldisiloxane

: 3-bromobicyclo[4.2.0]octa-1,3,5-trien-7-one

: 1,2-bis(benzocyclobutenon-4-yl)ethylene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium acetate; palladium diacetate; tris-(o-tolyl)phosphine In water; N,N-dimethyl-formamide at 100℃; for 48h; Inert atmosphere;	92%

: 1003-09-4
2-bromothiophene

: 2627-95-4
tetramethyldivinyldisiloxane

: 13640-78-3, 15332-30-6, 18266-94-9, 34512-02-2, 109958-97-6
1,2-di-[2]thienyl-ethylene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium acetate; palladium diacetate; tris-(o-tolyl)phosphine In water; N,N-dimethyl-formamide at 100℃; for 48h; Inert atmosphere;	92%

: 5332-24-1
3-bromoquinoline

: 2627-95-4
tetramethyldivinyldisiloxane

: 67752-31-2
3-ethenylquinoline

Conditions

Conditions	Yield
With potassium trimethylsilonate; Triphenylphosphine oxide; palladium tris(dibenzylideneacetone) In tetrahydrofuran for 3h; Heating;	91%

: 2039-82-9
1-bromo-4-ethenyl-benzene

: 2627-95-4
tetramethyldivinyldisiloxane

: 1123168-00-2
1,3-bis[(E)-4-bromostyryl]tetramethyldisiloxane

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-ethenyl-benzene; tetramethyldivinyldisiloxane With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) In 1,4-dioxane at 100℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) chloride In 1,4-dioxane at 100℃; for 16h; Inert atmosphere; stereoselective reaction;	91%
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); copper(l) chloride In 1,4-dioxane at 100℃; for 16h;

: 628-71-7
1-Heptyne

: 2627-95-4
tetramethyldivinyldisiloxane

A: 1267749-58-5
1-(1-heptynyl)-1,1,3,3-tetramethyl-3-vinyldisiloxane

B: 1267749-59-6
C18H34OSi2

Conditions

Conditions	Yield
With carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II) In toluene at 120℃; for 24h; Inert atmosphere;	A 91% B 8 %Chromat.

...Expand

Divinyltetramethyldisiloxane Specification

The Divinyltetramethyldisiloxane, with the CAS registry number 2627-95-4, is also known as Tetramethyl-1,3-divinyldisiloxane. It belongs to the product categories of Industrial/Fine Chemicals; Monomer; Si (Classes of Silicon Compounds); Siloxanes; Si-O Compounds; Vinylsilanes, Allylsilanes; Organosilicon compound. Its EINECS number is 220-099-6. This chemical's molecular formula is C₈H₁₈OSi₂and molecular weight is 186.40. What's more, its systematic name is 1,1,3,3-Tetramethyl-1,3-divinyldisiloxane. This chemical should be sealed and stored in a cool and dry place. This substance is used as raw materials for preparing vinyl polysiloxane, silica gel and vinyl silicone oil.

Physical properties of Divinyltetramethyldisiloxane are: (1)ACD/LogP: 3.053; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.05; (4)ACD/LogD (pH 7.4): 3.05; (5)ACD/BCF (pH 5.5): 123.08; (6)ACD/BCF (pH 7.4): 123.08; (7)ACD/KOC (pH 5.5): 1090.87; (8)ACD/KOC (pH 7.4): 1090.87; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.419; (14)Molar Refractivity: 57.742 cm³; (15)Molar Volume: 228.612 cm³; (16)Polarizability: 22.891×10^-24cm³; (17)Surface Tension: 17.3 dyne/cm; (18)Density: 0.815 g/cm³; (19)Flash Point: 33.325 °C; (20)Enthalpy of Vaporization: 36.075 kJ/mol; (21)Boiling Point: 138.999 °C at 760 mmHg; (22)Vapour Pressure: 8.2 mmHg at 25°C.

Preparation: this chemical can be prepared by dimethyl-vinyl-silane at the temperature of 68 °C. This reaction will need reagent 20% aq. NaOH with the reaction time of 4 hours. The yield is about 96%.

Divinyltetramethyldisiloxane can be prepared by dimethyl-vinyl-silane at the temperature of 68 °C

Uses of Divinyltetramethyldisiloxane: it can be used to produce 1,2-bis-(1,1,3,3-tetramethyl-3-vinyl-disiloxanyl)-ethene at the temperature of 80 °C. It will need catalyst RuCl₂(CO)₃ with the reaction time of 48 hours. The yield is about 49%.

Divinyltetramethyldisiloxane can be used to produce 1,2-bis-(1,1,3,3-tetramethyl-3-vinyl-disiloxanyl)-ethene at the temperature of 80 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable, so you should keep it away from sources of ignition - No smoking. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: C[Si](C)(C=C)O[Si](C)(C)C=C
(2)Std. InChI: InChI=1S/C8H18OSi2/c1-7-10(3,4)9-11(5,6)8-2/h7-8H,1-2H2,3-6H3
(3)Std. InChIKey: BITPLIXHRASDQB-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LCLo	inhalation	111gm/m³/1H (111000mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	National Technical Information Service. Vol. OTS0572673,
rat	LD50	oral	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION SKIN AND APPENDAGES (SKIN): HAIR: OTHER	National Technical Information Service. Vol. OTS0572676,

Product Name

Divinyltetramethyldisiloxane

Synthetic route

Divinyltetramethyldisiloxane Specification

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