Vinyloxytrimethylsilane

Base Information

• Chemical Name: Vinyloxytrimethylsilane
• CAS No.: 6213-94-1
• Molecular Formula: C5H12OSi
• Molecular Weight: 116.235
• Hs Code.: 29319090
• European Community (EC) Number: 228-281-7
• UNII: 66QR5369YE
• DSSTox Substance ID: DTXSID4064137
• Nikkaji Number: J211.458E
• Wikidata: Q81991277
• Mol file: 6213-94-1.mol

Synonyms:Vinyloxytrimethylsilane;6213-94-1;Trimethyl(vinyloxy)silane;Silane, (ethenyloxy)trimethyl-;(ethenyloxy)trimethylsilane;ethenoxy(trimethyl)silane;Vinyloxy-trimethylsilane;(Trimethylsiloxy)ethylene;trimethylsilyl vinyl ether;C5H12OSi;EINECS 228-281-7;27136-59-0;Vinoxy(trimethyl)silane;Sodiumdichromatedihydrate;Vinyloxytrimethyl silane;(Vinyloxy)trimethylsilane;Trimethyl(ethenoxy)silane;Vinyl oxytrimethyl silane;Vinyl trimethylsilyl ether;(Trimethylsilyloxy)ethylene;[(Trimethylsilyl)oxy]ethene;SCHEMBL48840;Silane, trimethyl(vinyloxy)-;C5-H12-O-Si;Vinyloxy-trimethylsilane, 97%;DTXSID4064137;66QR5369YE;MFCD00054764;AKOS005256233;FS-5371;T2561;EN300-180822;H11371;(Trimethylsiloxy)ethylene produced by wacker chemie ag,burghausen,germany;(Trimethylsiloxy)ethylene, produced by Wacker Chemie AG, Burghausen, Germany, >=96% (GC)

Chemical Property of Vinyloxytrimethylsilane

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 115mmHg at 25°C
• Melting Point: <0 °C
• Refractive Index: n20/D 1.389(lit.)
• Boiling Point: 75.5 °C at 760 mmHg
• Flash Point: −2 °F
• Density: 0.783 g/cm³
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 116.065741536
• Heavy Atom Count: 7
• Complexity: 63

Purity/Quality:

98%,99%, ^*data from raw suppliers

Trimethyl(vinyloxy)silane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)OC=C

Technology Process of Vinyloxytrimethylsilane

There total 25 articles about Vinyloxytrimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethenol (557-75-5) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → trimethylsiloxyethene (6213-94-1)

Guidance literature:

With SBA-15-supported cobalt(II) nanocatalyst; In neat (no solvent); at 20 ℃; for 0.5h;

DOI:10.1002/cbdv.201200071

Reference yield: 95.0%

3-Methyl-5-trimethylsilanyl-4,5-dihydro-isoxazole (78847-14-0) → trimethylsiloxyethene (6213-94-1)

Guidance literature:

at 550 ℃; under 0.5 Torr;

DOI:10.1016/S0022-328X(00)85675-2

Reference yield: 72.0%

chloro-trimethyl-silane (75-77-4) + acetaldehyde (75-07-0,9002-91-9) → trimethylsiloxyethene (6213-94-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(96)00065-0

upstream raw materials:

chloro-trimethyl-silane

methylbutane

bis(formylmethyl)mercury

tetrahydrofuran

Downstream raw materials:

1,1,3,5,7,7-hexaethoxy-heptane

glutacondianil hydrochloride

3,5,7,7-tetraethoxy-1-heptanal

O-Vinyl S-phenyl thiocarbonate

Refernces

Cycloisomerization promoted by the combination of a ruthenium-carbene catalyst and trimethylsilyl vinyl ether, and its application in the synthesis of heterocyclic compounds: 3-Methylene-2,3-dihydroindoles and 3-methylene-2,3- dihydrobenzofurans

10.1002/anie.200454157

The study focuses on the cycloisomerization of α,ω-dienes using a ruthenium-carbene catalyst in combination with trimethylsilyl vinyl ether, exploring its application in the synthesis of heterocyclic compounds, specifically 3-methylene-2,3-dihydroindoles and 3-methylene-2,3-dihydrobenzofurans. The ruthenium-carbene catalyst B, along with other catalysts A, C, and D, were used to promote the cycloisomerization reaction, which is a highly atom-economic method for constructing carbo- and heterocycles. Trimethylsilyl vinyl ether (2a) was employed as a reagent to facilitate the cycloisomerization process, leading to the formation of the desired heterocyclic compounds. The study also investigated the role of N-heterocyclic carbene (NHC) ligands in the ruthenium catalysts, highlighting their importance for efficient cycloisomerizations in terms of regio- and chemoselectivity. The purpose of these chemicals was to develop a novel synthesis methodology for exo-methylene heterocyclic compounds, which are potential key intermediates for pharmacologically active compounds, and to gain further insights into the chemistry of ruthenium-carbene complexes.

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