75-94-5

Hazards Identification

Pictogram(s):

Signal:

Danger

GHS Hazard Statements:

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
H302 (98.95%): Harmful if swallowed [Warning Acute toxicity, oral]
H311+H331 (40%): Toxic in contact with skin or if inhaled. [Danger Acute toxicity, dermal; acute toxicity, inhalation]
H311 (66.32%): Toxic in contact with skin [Danger Acute toxicity, dermal]
H312 (32.63%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H314 (98.95%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
H331 (69.47%): Toxic if inhaled [Danger Acute toxicity, inhalation]

Precautionary Statement Codes:

P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories:

Flam. Liq. 2 (100%)
Acute Tox. 4 (98.95%)
Acute Tox. 3 (66.32%)
Acute Tox. 4 (32.63%)
Skin Corr. 1A (98.95%)
Acute Tox. 3 (69.47%)
Flammable liquids - Category 2
Acute toxicity (Oral) - Category 3
Acute toxicity (Dermal) - Category 3
Acute toxicity (Inhalation: Vapours) - Category 3
Skin corrosion/irritation - Category 1
Serious eye damage/eye irritation - Category 1
Specific target organ toxicity - Single exposure - Category 3 (Respiratory tract irritation)
Flammable - 3rd degree, Reactive - 2nd degree

Hazards Summary:

Corrosive to skin; [Quick CPC] A lachrymator; High inhalation exposure can induce pneumonitis and pulmonary edema; [HSDB] Toxicity similar to HCl, which is released as vinyltrichlorosilane hydrolyzes; Corrosive to skin and respiratory tract; [AIHA] Reacts violently with water and moisture in the air evolving heat and hydrogen chloride gas; Causes severe burns; [CAMEO] Short-term exposure causes second- and third-degree skin burns and severe eye injury; [CHRIS] Vinyltrichlorosilane, stabilized (UN1305) has warning of explosive polymerization; [ERG 2016]

Usage

Uses

Used in Silicone Industry:
Trichlorovinylsilane is used as an intermediate for the synthesis of various silicone compounds, such as silicone oils, resins, and rubbers. It plays a crucial role in the production of these materials due to its ability to form stable siloxane bonds.
Used in Adhesives and Bonds:
Trichlorovinylsilane is used as a coupling agent in adhesives and bonds to improve the adhesion between different materials. Its reactive nature allows it to form strong covalent bonds with various substrates, resulting in enhanced mechanical strength and durability of the final product.
Used in Biomaterials:
A study reports the possible use of Trichlorovinylsilane for treating Pluronic F127 and chitosan to improve the attachment and proliferation of endothelial cells on biomaterials. This suggests that Trichlorovinylsilane may have potential applications in the development of biomaterials for tissue engineering and regenerative medicine.
Used in the Synthesis of Epoxy-Terminated Carbosiloxanes:
Trichlorovinylsilane may be used to prepare epoxy-terminated carbosiloxanes, which are valuable precursors for the synthesis of various organosilicon compounds. These epoxy-terminated carbosiloxanes can be further reacted with other monomers or polymers to create new materials with unique properties and applications.

Reactivity Profile

Chlorosilanes, such as Trichlorovinylsilane, are compounds in which silicon is bonded to from one to four chlorine atoms with other bonds to hydrogen and/or alkyl groups. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous H2. They can serve as chlorination agents. Chlorosilanes react vigorously with both organic and inorganic acids and with bases to generate toxic or flammable gases.

Health Hazard

Inhalation causes irritation of mucous membranes. Vapor irritates eyes. Contact with liquid causes severe burns of eyes and skin. Ingestion causes burns of mouth and stomach.

Safety Profile

Moderately toxic by ingestion, inhalation, and sktn contact. A corrosive irritant to skin, eyes, and mucous membranes. A very dangerous fire hazard when exposed to heat or flame. Reacts violently with water, moist air, or steam to produce toxic and corrosive fumes. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROSILANES.

Purification Methods

Fractionally distil it at atmospheric pressure. It is water sensitive and is stored in the dark and it is likely to polymerise. [Müller & Schnurrbusch Chem Ber 91 1805 1958, Munkelt & Müller Chem Ber 92 1012 1959, Polarography: Abrahamson & Reynolds Anal Chem 24 1827 1952, Beilstein 4 IV 4258.]

InChI:InChI=1/C2H3Cl3Si/c3-1(4)2(5)6/h6H3

Synthetic route

ethene → ethyltrichlorosilane (115-21-9) + trichlorovinylsilane (75-94-5) + toluene (108-88-3) + butenes

Conditions	Yield
With (η6-toluene)Ni(SiCl3)2 for 42h; Mechanism; Product distribution; Ambient temperature;	A 23% B 14% C 98% D n/a

acetylene (74-86-2) → trichlorovinylsilane (75-94-5)

Conditions	Yield
With tris(triphenylphosphine)ruthenium(II) chloride; trichlorosilane In xylene at 80℃; for 3h;	90%
With {Rh(μ-Cl)(CO)(eta.2-cyclooctene)}2; trichlorosilane at 40℃; for 4h;	12%
With aluminum oxide; palladium/alumina; trichlorosilane

tetravinylsilane (1112-55-6) → dichlorodivinylsilane (1745-72-8) + trichlorovinylsilane (75-94-5) + chlorotrivinylsilane (1871-21-2)

Conditions	Yield
With hydrogenchloride; iron(III) chloride at 24 - 52℃; Product distribution; oth. catalysts;	A 13.8% B 0.5% C 88%

chlorotrivinylsilane (1871-21-2) → (n-pr-2-Cl)SiCl3 (7787-89-5) + dichlorodivinylsilane (1745-72-8) + trichlorovinylsilane (75-94-5)

Conditions	Yield
With hydrogenchloride; iron(III) chloride at 24 - 52℃; Product distribution;	A 4% B 73% C 16%

acetylene (74-86-2) → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethane (2504-64-5)

Conditions	Yield
With trichlorosilane; dichlorotetraammine platinum; silica gel In various solvent(s) at 150℃; under 712.557 Torr;	A 72% B n/a
With di(rhodium)tetracarbonyl dichloride; trichlorosilane at 20℃; for 2h; Yields of byproduct given;	A 19.0 % Chromat. B n/a
With magnesium hydrosilicate; trichlorosilane; platinum

dichlorodivinylsilane (1745-72-8) → (n-pr-2-Cl)SiCl3 (7787-89-5) + trichlorovinylsilane (75-94-5)

Conditions	Yield
With hydrogenchloride; iron(III) chloride at 24 - 52℃; Product distribution;	A 19.5% B 69%

trichloro(2-chloroethyl)silane (6233-20-1) → trichlorovinylsilane (75-94-5)

Conditions	Yield
With ferrosilicon
With copper
With quinoline In quinoline boiling of (CH2ClCH2)SiCl3 with quinoline;;
With quinoline In quinoline boiling of (CH2ClCH2)SiCl3 with quinoline;;

phenylacetylene (536-74-3) → trichlorovinylsilane (75-94-5) + (E)-1-phenyl-2-trichlorosilylethene (3412-59-7)

Conditions	Yield
With trichlorosilane; TB*2RhCl3 for 24h; Ambient temperature; Title compound not separated from byproducts;	A 95 % Spectr. B 5 % Spectr.
With trichlorosilane; TB*2RhCl3 for 24h; Ambient temperature;	A 95 % Spectr. B 5 % Spectr.

trichlorosilane (10025-78-2) + acetylene (74-86-2) + palladium/ aluminium oxide → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethane (2504-64-5)

Conditions	Yield
at 260 - 300℃;

trichlorosilane (10025-78-2) + acetylene (74-86-2) + platinum → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethane (2504-64-5)

Conditions	Yield
at 150 - 250℃; under 12503.6 - 18387.7 Torr;

sulfuryl dichloride (7791-25-5) + diethyldichlorosilane (1719-53-5) + dibenzoyl peroxide (94-36-0) → dichlorodivinylsilane (1745-72-8) + trichlorovinylsilane (75-94-5) + dichloro-ethyl-vinyl-silane(?)

Conditions	Yield
Erhitzen des Reaktionsprodukts mit Chinolin auf 230grad;

sulfuryl dichloride (7791-25-5) + ethyltrichlorosilane (115-21-9) + dibenzoyl peroxide (94-36-0) → trichlorovinylsilane (75-94-5)

Conditions	Yield
Erhitzen des Reaktionsprodukts in Chinolin auf 200-230grad;

quinoline (91-22-5) + Trichloro-(1-chloro-ethyl)-silane (7787-82-8) → tetrachlorosilane (10026-04-7, 53609-55-5) + trichlorovinylsilane (75-94-5)

aluminium trichloride (7446-70-0) + Trichloro-(1-chloro-ethyl)-silane (7787-82-8) → tetrachlorosilane (10026-04-7, 53609-55-5) + trichlorovinylsilane (75-94-5)

Trichloro-(1-chloro-ethyl)-silane (7787-82-8) → tetrachlorosilane (10026-04-7, 53609-55-5) + ethene (74-85-1) + trichlorovinylsilane (75-94-5)

Conditions	Yield
under 610 Torr; Pyrolysis;

chloroethylene (75-01-4) + copper silicon → dichlorodivinylsilane (1745-72-8) + trichlorovinylsilane (75-94-5)

Conditions	Yield
at 350 - 400℃;

1,1-dichloroethane (75-34-3) + silicon-copper → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethane (2504-64-5) + 1,1-bis-dichlorosilanyl-ethane (18090-31-8) + 1,1-Bis(trichlorosilyl)ethane (18076-92-1)

Conditions	Yield
at 360 - 380℃; weitere Produkten: Dichlor-vinyl-silan; 1-Dichlorsilyl-1-trichlorsilyl-aethan;

chloroethylene (75-01-4) → ethene (74-85-1) + trichlorovinylsilane (75-94-5) + hydrogen chloride, silicon tetrachloride

Conditions	Yield
With trichlorosilane at 426.9℃; Equilibrium constant; Thermodynamic data; E(excit.), ΔH, other temp.;

chloroethylene (75-01-4) + silicon (7440-21-3) → dichlorovinylsilane (18076-99-8) + dichlorodivinylsilane (1745-72-8) + trichlorovinylsilane (75-94-5)

Conditions	Yield
tin In neat (no solvent) Si-Sn and CH2CHCl at 400°C;; mixt. obtained;;

trichlorosilane (10025-78-2) + acetylene (74-86-2) → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethane (2504-64-5)

Conditions	Yield
platinum In neat (no solvent) HSiCl3 and acetylene with platinized asbestos as catalyst at 175°C under pressure;;
platinum In neat (no solvent) HSiCl3 and acetylene with platinized asbestos as catalyst at 175°C under pressure;;
platinum In neat (no solvent) HSiCl3 and acetylene with platinized asbestos as catalyst at 175°C under pressure;;

trichlorovinylsilane (75-94-5) → 1,3,5,7,11,13,15-octakis[2-(trichlorosilyl)ethyl]pentacyclo[9.5.1.13,9.15,15.17,13]octasiloxane (214675-88-4)

Conditions	Yield
With dihydrogen hexachloroplatinate; 2,4,6,8,10,12,14,16,17,18,19,20-dodecaoxa-1,3,5,7,9,11,13,15-octasilapentacyclo[9.5.1.13,9.15,15.17,13]icosan-1,3,5,7,9,11,13,15-octanol In isopropyl alcohol for 22h; Heating;	100%

trichlorovinylsilane (75-94-5) + ethanethiol (75-08-1) → trichloro(2-ethylsulfanylethyl)silane

Conditions	Yield
With benzophenone for 4h; Inert atmosphere; UV-irradiation;	100%

trichlorovinylsilane (75-94-5) + tetrakis(2-sulfanylethyl) silicate (1429129-56-5) → tetrakis[2-(2-trichlorosilylethylsulfanyl)ethyl] silicate

Conditions	Yield
With benzophenone In diethyl ether for 4h; Inert atmosphere; UV-irradiation;	100%

lauric acid (143-07-7) + trichlorovinylsilane (75-94-5) + Octanoic acid (124-07-2) + n-tetradecanoic acid (544-63-8) → C36H68O6Si (1330066-17-5)

Conditions	Yield
In toluene at 60 - 150℃; for 4h;	99.82%

ethanol (64-17-5) + trichlorovinylsilane (75-94-5) → Triethoxyvinylsilane (78-08-0)

Conditions	Yield
In dichloromethane at 50 - 80℃; for 3h;	99%
In dichloromethane at 50℃;	78%
With tin(IV) chloride; cyclohexene for 1h; Ambient temperature;	73.4%

[(cyclopentadienyl)Co(trimethylvinylsilane)2] (189282-65-3) + trichlorovinylsilane (75-94-5) → [(cyclopentadienyl)Co(trichlorovinylsilane)2] (1246272-79-6)

Conditions	Yield
In diethyl ether byproducts: (CH3)3SiCHCH2; (Ar), Schlenk techniques; dropwise addn. of Si 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%

trichlorovinylsilane (75-94-5) + trimethylsilyl trifluoroacetate (400-53-3) → tris(trifluoroacetoxy)vinylsilane

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride Substitution;	98%

tetramethylorthosilicate (681-84-5) + trichlorovinylsilane (75-94-5) → Polymer; Monomer(s): vinyltrichlorosilane; tetramethylorthosilicate

Conditions	Yield
With iron(III) chloride at 85℃; for 0.0166667h; polycondensation;	98%

trichlorovinylsilane (75-94-5) + phenyl trimethylsiloxane (2996-92-1) → Polymer; Monomer(s): vinyltrichlorosilane; phenyltrimethoxysilane

Conditions	Yield
With iron(III) chloride at 85℃; polycondensation;	98%

trichlorovinylsilane (75-94-5) + monochloroborane dimethyl sulfide complex (63348-81-2) → bis[(α-trichlorosilyl)ethyl]chloroborane

Conditions	Yield
In toluene byproducts: dimethylsulfide; in Ar atmosphere into precooled toluene soln. of trichlorovinylsilane chloroborane-dimethylsulfide in toluene added dropwise at 10 °C for6 h; stirred at room temp. 20 h; dimethylsulfide and toluene removed at 0.02 Torr at 60 °C; elem. anal.;	98%

trichlorovinylsilane (75-94-5) → 1,2-bis(trichlorosilyl)ethane (2504-64-5)

Conditions	Yield
With trichlorosilane	97%
With trichlorosilane; platinum on activated charcoal for 12h; Ambient temperature;	92%
With dihydrogen hexachloroplatinate; trichlorosilane at 130℃; for 2.5h; Inert atmosphere;	72%

trichlorovinylsilane (75-94-5) + thiophenol (108-98-5) → trichloro(2-phenylsulfanylethyl)silane (33206-97-2)

Conditions	Yield
With benzophenone for 10h; Inert atmosphere; UV-irradiation;	97%
(heating);

trichlorovinylsilane (75-94-5) + ethane-1,2-dithiol (540-63-6) → trichloro[2-[2-(2-trichlorosilylethylsulfanyl)ethylsulfanyl]ethyl]silane

Conditions	Yield
With benzophenone for 4h; Inert atmosphere; UV-irradiation;	97%

ethanol (64-17-5) + trichlorovinylsilane (75-94-5) → 1-vinyl-1,1,3,3,3-pentaethoxydisiloxane

Conditions	Yield
With tetrachlorosilane In water at 0℃; for 1h; Concentration; Reflux; Large scale;	96.1%

ethene (74-85-1) → ethyltrichlorosilane (115-21-9) + trichlorovinylsilane (75-94-5) + toluene (108-88-3) + butenes

Conditions	Yield
With (η6-toluene)Ni(SiCl3)2 for 42h; Mechanism; Product distribution; Ambient temperature;	A 23% B 14% C 98% D n/a

acetylene (74-86-2) → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethene (692-52-4)

Conditions	Yield
With {palladium-dichloro-(P(C3H7)3)2}; trichlorosilane In xylene at 80℃; for 3h;	A 63% B 12%
With bis(tributylphosphine)dichloropalladium(II); trichlorosilane In xylene at 80℃; for 3h;	A 22% B 63%

chloroethylene (75-01-4) → 1,1-Dichloro-2,5-dihydro-1H-silole (872-46-8) + trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethene (692-52-4) + Phenyltrichlorosilane (98-13-5) + 1,1,3,3-tetrachloro-1,3-disilacyclohex-4-ene (59361-35-2) + SiCl4

Conditions	Yield
With hexachlorodisilane at 500℃; for 0.00694444h; Product distribution; Mechanism; other temperature 550 deg C;	A 1.52% B 55.7% C 3.91% D 1.06% E 7.07% F n/a

trichlorosilane (10025-78-2) + acetylene (74-86-2) → trichlorovinylsilane (75-94-5)

Conditions	Yield
at 150℃;	52%
dihydrogen hexachloroplatinate In ethanol at 125℃; under 1535.79 Torr; Product distribution / selectivity; Inert atmosphere;
platinum In neat (no solvent) HSiCl3 and C2H2 at 130°C with Pt on coal (catalyst);;
platinum In neat (no solvent) HSiCl3 and C2H2 at 175°C with platinized asbestos as catalyst;;
In neat (no solvent) byproducts: Cl3SiCH2CH2SiCl3; passing HSiCl3 and C2H2 through a tube at 610°C;;

1,1-dichloro-2-methyl-1-silacyclobutane (30681-89-1) → ethene (74-85-1) + trichlorovinylsilane (75-94-5)

Conditions	Yield
at 810℃; Product distribution; vacuum flash pyrolysis;	A n/a B 46%

chloroethylene (75-01-4) + Phenyltrichlorosilane (98-13-5) → trichlorovinylsilane (75-94-5) + chlorobenzene (108-90-7) + benzene (71-43-2)

Conditions	Yield
at 630℃; Product distribution; gas phase reaction, quartz tube, contact time 30 sec;	A 3% B 2% C 34%

chloroethylene (75-01-4) + 1-chloro-2-trichlorosilylethylene (690-18-6) → trichlorovinylsilane (75-94-5) + 1,2-bis(trichlorosilyl)ethene (692-52-4) + trichlorosilylacetylene (13852-14-7)

Conditions	Yield
at 560℃; Product distribution; gas phase reaction, quartz tube, contact time 30 sec;	A 6.7% B 1.7% C 18.7%

ethyltrichlorosilane (115-21-9) → trichlorovinylsilane (75-94-5)

Conditions	Yield
With sulfuryl dichloride; dibenzoyl peroxide Erhitzen des Reaktionsprodukts mit Chinolin bis auf 200-230grad;

chloroethylene (75-01-4) → dichlorodivinylsilane (1745-72-8) + trichlorovinylsilane (75-94-5)

Conditions	Yield
With copper; silicon at 300 - 350℃;

chloroethylene (75-01-4) → trichlorovinylsilane (75-94-5)

Conditions	Yield
With copper; silicon at 300 - 350℃;
With silicon; copper
With Si-Cu In neat (no solvent) Si-Cu (9:1) and CH2CHCl at 300-350°C;;

tetraethoxy orthosilicate (78-10-4) + trichlorovinylsilane (75-94-5) → Triethoxyvinylsilane (78-08-0) + vinyldi(ethoxy)chlorosilane (18187-22-9) + vinyl(ethoxy)dichlorosilane (56124-75-5)

Conditions	Yield
at 20 - 22℃; for 150h;	A 2% B 95% C 1%

dimethylmonochlorosilane (1066-35-9) + trichlorovinylsilane (75-94-5) → 1-(Chloro-dimethyl-silanyl)-2-trichlorosilanyl-ethane (15411-18-4)

Conditions	Yield
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex at 40℃; for 6h;	95%

allylboronic acid 2,2-dimethyl-1,3-propanediol ester + trichlorovinylsilane (75-94-5) → C8H14Cl3BO2Si

Conditions	Yield
carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II) In dichloromethane at 40℃; for 3h;	95%

trichlorovinylsilane (75-94-5) + potassium tert-butylate (865-47-4) → tris(tert-butoxy)(vinyl)silane (5356-88-7)

Conditions	Yield
In hexane at 20℃; for 24h;	95%

methanol (67-56-1) + trichlorovinylsilane (75-94-5) → 1-vinyl-1,1,3,3,3-pentamethoxydisiloxane

Conditions	Yield
With tetrachlorosilane In water at 0℃; for 4h; pH=6; Concentration; Reflux; Large scale;	94.8%

propan-1-ol (71-23-8) + trichlorovinylsilane (75-94-5) → vinyltri-n-propoxysilane (13080-95-0) + C16H34O5Si2

Conditions	Yield
In dichloromethane at 50 - 80℃; for 3h;	A 93.2% B 5.2%

hydroxymethyl tert-butyl peroxide (17742-78-8) + trichlorovinylsilane (75-94-5) → tris<2-(tert-butyldioxy)methoxy>vinylsilane

Conditions	Yield
With triethylamine at -5℃;	93%

trichlorovinylsilane (75-94-5) + 1,3-diallyl-4-(trimethylsilyloxy)-2,6-dioxo-1,3,5-triazine (63226-47-1) → tris(diallylisocyanurato)vinylsilane

Conditions	Yield
at 120 - 160℃;	93%

ethyl 2-hydroxypropionate (97-64-3, 2676-33-7) + trichlorovinylsilane (75-94-5) → vinyltris(ethyl lactato)silane (1124196-01-5)

Conditions	Yield
With triethylamine In toluene at 20℃; for 3h;	93%

trichlorovinylsilane (75-94-5) + 2-[(trimethylsilyl)oxy]benzoic acid trimethylsilyl ester (3789-85-3) → 2-chloro-2-vinyl-4H-benzo[d][1,3,2]dioxasilin-4-one

Conditions	Yield
at 20℃; for 24h;	93%

diethylmalate (7554-12-3) + trichlorovinylsilane (75-94-5) → C26H42O15Si

Conditions	Yield
With triethylamine In toluene at 20℃; Inert atmosphere;	93%

ethanol (64-17-5) + trichlorovinylsilane (75-94-5) → Triethoxyvinylsilane (78-08-0) + 1,3-diivinyl-1,1,3,3-tetraethoxydisiloxane (3682-26-6)

Conditions	Yield
In diethyl ether at 45 - 80℃; for 3h; Product distribution; different chlorosilanes, alcohols, solvents and reaction temperatures;	A 92.9% B 5.5%

trichlorovinylsilane (75-94-5) + Dimethylphenylsilane (766-77-8) → Dichloromethylvinylsilane (124-70-9) + 1,2-bis(trichlorosilyl)ethane (2504-64-5) + Si,Si,Si-trichloro-Si',Si'-dimethyl-Si'-phenyl-Si,Si'-ethanediyl-bis-silane (17876-66-3) + Phenyltrichlorosilane (98-13-5)

Conditions	Yield
With dihydrogen hexachloroplatinate Product distribution; Mechanism; Heating; determination of side products;	A 0.7% B 3.5% C 92.3% D 0.9%

trichlorovinylsilane (75-94-5) → ethyltrichlorosilane (115-21-9)

Conditions	Yield
With hydrogen; nickel for 6h;	92%

trichlorovinylsilane (75-94-5) + allyl-trimethyl-silane (762-72-1) → (E)-1-Trichlorosilanyl-3-trimethylsilanyl-propene

Conditions	Yield
[Cl2(PCy3)(IMesH2)Ru(=CHPh)] In dichloromethane for 1h; Heating;	92%
[Cl2(PCy3)(IMesH2)Ru(=CHPh)] In dichloromethane for 1h; Heating;

Upstream product

• 115-21-9 ethyltrichlorosilane 
• 75-01-4 chloroethylene 
• 6233-20-1 trichloro(2-chloroethyl)silane 
• 74-86-2 acetylene 
• 690-18-6 1-chloro-2-trichlorosilylethylene 
• 1112-55-6 tetravinylsilane 
• 1745-72-8 dichlorodivinylsilane 
• 1871-21-2 chlorotrivinylsilane 
• 98-13-5 Phenyltrichlorosilane 
• 30681-89-1 1,1-dichloro-2-methyl-1-silacyclobutane 
• 536-74-3 phenylacetylene 
• 10025-78-2 trichlorosilane 
• 7791-25-5 sulfuryl dichloride 
• 1719-53-5 diethyldichlorosilane 

Downstream Products

• 2768-02-7 (vinyl)trimethoxylsilane 
• 18293-85-1 1,3-divinyl-1,1,3,3-tetramethoxydisiloxane 
• 18038-15-8 1,1,3,5,5-pentamethoxy-1,3,5-trivinyl-trisiloxane 
• 13080-95-0 vinyltri-n-propoxysilane 
• 13107-12-5 tributylvinylsilane 
• 2504-62-3 5-Trichlorsilyl-1-penten 
• 78-08-0 Triethoxyvinylsilane 
• 3682-26-6 1,3-diivinyl-1,1,3,3-tetraethoxydisiloxane 
• 18547-65-4 vinyltripentyloxysilane 
• 18768-07-5 {vi(n-amO)2Si}2O 
• 1719-58-0 Chlorodimethylvinylsilane 
• 124-70-9 Dichloromethylvinylsilane 
• 754-05-2 ethenyltrimethylsilane 
• 10138-21-3 (dichloro)(ethyl)vinylsilane 

Relevant academic research and scientific papers

Hydrosilylation process for gaseous unsaturated hydrocarbons

Organosilicon compounds are prepared by the addition reaction of a gaseous unsaturated hydrocarbon with a silane or siloxane containing at least one silicon-bonded hydrogen atom in the presence of a hydrosilylation catalyst in a liquid reaction medium. In this process the unsaturated hydrocarbon and optionally the silane or siloxane is dispersed into the liquid reaction medium by a jet eductor (also known as a venturi pump) device and the resultant gas-in-liquid dispersion is introduced into a bubble reactor.

PROCESS FOR PREPARATION OF ALKOXYSILANES

An object of the present invention is to provide a process of producing alkoxysilanes, which does not use a chlorosilane as the intermediate raw material, is improved in view of the environment, and is satisfactory with respect to the yield of a desired material. The present invention is concerned with a process of producing an alkoxysilane including hydrosilylating (A) an organosilicon compound having at least one hydrogen-silicon bond and at least one alkoxy group and (B) an organic compound having a carbon-carbon unsaturated bond in vapor phase in the presence of a mixture containing a hydrosilylation catalyst and a polyalkylene glycol and supported on a carrier, thereby adding hydrogen and silicon of the compound (A) to the carbon-carbon unsaturated bond in the compound (B).

A novel catalyst containing a platinum complex in polyethylene glycol medium supported on silica gel for vapor-phase hydrosilylation of acetylene with trichlorosilane or trimethoxysilane

Hydrosilylation of acetylene with trichlorosilane or trimethoxysilane was carried out using a vapor-phase flow reactor with use of tetraammineplatinum(II) chloride in polyethylene glycol medium supported on silica gel as a catalyst, which is an active and thermally stable supported liquid-phase catalyst prepared readily from easily available materials, tetraammineplatinum(II) chloride, polyethylene glycol and silica gel.

Gas-Phase Reactions of Hexachlorodisilane with Vinyl Chloride and Allyl Chloride

Gas-phase reactions of hexachlorodisilane with vinyl chloride and allyl chloride is studied. Dichlorosilylene generated from Si2Cl6 reacts with the above chloroalkenes mainly at the C-Cl bond to form alkenyltrichlorosilanes. The yields of vinyltrichlorosilane and allyltrichlorosilane are 45-63 and 49-81%, respectively. A mechanism of the reactions of Si2Cl6 with vinyl chloride and allyl chloride is proposed.

Transition Metal Complexes of Troeger's Base and their Catalytic Activity for the Hydrosilylation of Alkynes

Rhodium(III) and iridium(III) complexes of Troeger's base (TB), of structural type TB*2MCl3 (M=Rh, Ir), were prepared by treatment of TB with MCl3.The rhodium complex readily catalyzed the hydrosilylation of alkynes with high regio- and stereoselectively observed in some cases.

PALLADIUM COMPLEXES IN THE HYDROSILYLATION OF ACETYLENE

The catalytic activities of triphenylphosphine-, trialkylphosphine-, and acetylacetone-palladium complexes in the hydrosilylation of acetylene with trichloro-, alkyldichloro-, triethyl, and triethoxy-silanes were investigated.The yields of the corresponding (triorganylsilyl)ethylenes and 1,2-bis(triorganylsilyl)ethanes (conditions: 70-80 deg C, solvent xylene) depend on the nature of the ligands on the palladium atom and the character of the substituents on the silicon atom in the hydride silane.

Isomerization of 1-Butene Catalyzed by (η6-Arene)NiR2. A Very Active Homogeneous Catalyst System

(η6-Arene)NiR2 (R = SiCl3, SiF3, C6F5) complexes exhibit very high catalytic activity for the isomerization of 1-butene, especially in bromobenzene solution.The isomerization is generally first order in both 1-butene and Ni complex.The catalytic activity decreases in the order SiCl3 > SiF3 > C6F5.The reaction rate in toluene solution increases with increasing 1-butene concentration below a ratio of 1-C4H8/Ni = 100 but decreases at higher ratios apparently due to induced decomposition of the Ni complex.However, the rate is not adversely affected by high 1-C4H8 concentration in bromobenzene solution.The ratio of cis-2-butene to the trans isomer is also dependent on solvent, suggesting that an important step in the mechanism is the involvement of solvent in the catalytic cycle.The reaction of ethylene with (η6-arene)Ni(SiCl3)2 gives vinyltrichlorosilane and ethyltrichlorosilane.A mechanism is proposed which involves the intermediacy of nickel hydride species generated by the insertion of 1-butene into the Ni-R bond followed by β-hydride elimination.