Vinyltrimethylsilane

Base Information

• Chemical Name: Vinyltrimethylsilane
• CAS No.: 754-05-2
• Molecular Formula: C5H12Si
• Molecular Weight: 100.236
• Hs Code.: 29319090
• European Community (EC) Number: 212-042-9
• NSC Number: 93553
• UNII: H5HJ2RET1N
• DSSTox Substance ID: DTXSID1061071
• Nikkaji Number: J120.971J
• Wikipedia: Nysted_reagent
• Wikidata: Q72516420
• Mol file: 754-05-2.mol

Synonyms:Vinyltrimethylsilane;754-05-2;trimethyl(vinyl)silane;Ethenyltrimethylsilane;Trimethylvinylsilane;Silane, ethenyltrimethyl-;(Trimethylsilyl)ethylene;Silane, trimethylvinyl-;ethenyl(trimethyl)silane;H5HJ2RET1N;C5H12Si;EINECS 212-042-9;MFCD00008606;NSC 93553;NSC-93553;Vinyl trimethylsilane;Vinyltrimethysilane;NSC93553;trimethylsilyl ethene;(trimethylsilyl)ethene;vinyl trimethyl silane;41114-59-4;UNII-H5HJ2RET1N;Vinyltrimethylsilane, 97%;CH2=CHSi(CH3)3;TRIMIPRAMINEMALEATESALT;DTXSID1061071;Vinyltrimethylsilane, >=99.5%;AMY1250;AKOS015909455;GS-6896;PB48764;s22050;BP-21122;FT-0651758;V0067;W-139;EN300-111842;Trimethyl(vinyl)silane, purum, >=97.0% (GC);A851124;J-525108;(Trimethylsilyl)ethylene, Ethenyltrimethylsilane, Trimethyl(vinyl)silane

Chemical Property of Vinyltrimethylsilane

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 4.44 psi ( 20 °C)
• Melting Point: -132°C
• Refractive Index: n20/D 1.391(lit.)
• Boiling Point: 54.999 °C at 760 mmHg
• Flash Point: <-30 °C
• PSA: 0.00000
• Density: 0.706 g/cm³
• LogP: 2.04980
• Storage Temp.: Flammables area
• Solubility.: Miscible with tetrahydrofuran, diethyl ether, benzene and dichlo
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 100.070826917
• Heavy Atom Count: 6
• Complexity: 49.4

Purity/Quality:

95% ^*data from raw suppliers

Vinyltrimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-22-36/37/38-40
• Safety Statements: 16-26-33-36-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C[Si](C)(C)C=C
• Physical properties: bp 55–57 °C; d20 4 0.691 g cm?3; n20 D 1.391.
• Uses: Preparation of silyl-ethers by Rh(I) catalysis.1 Vinyltrimethylsilane is used in semiconductor processing. It is involved in the Preparation of silyl-ethers by Rh(I) catalysis. Further, it is used in the preparation of trimethylsilylethyl sulfoxides which in the presence of fluoride ion generate sulfenate nucleophiles. Vinyltrimethylsilane is ethylene equivalent in electrophilic substitution reactions; precursor to 3-trimethylsilyl-3-buten-2-one, a methyl vinyl ketone surrogate for Robinson annulations; homologation of aldehydes to α,β-unsaturated aldehydes. It takes part in the reactions of Synthesis of Vinyl Aryl Sulfides, Synthesis of 3-Triethylsilyl-3-buten-2-one, Synthesis of α,β-Unsaturated Primary Amides, Synthesis of α,β-Unsaturated Aldehydes, Synthesis of Bicyclopentenones, Synthesis of 1-Chlorocyclopropene, Radical Addition Reactions of Vinyltrimethylsilane, Reaction of Vinyltrimethylsilane with 2-Azaallylanions, Regioselective Hydroesterification of Vinyltrimethylsilane, 3 + 2 Cycloaddition of Vinyltrimethylsilane with Nitrones, Addition of α-Iodo-α,α-Difluoroketones to Vinyltrimethylsilane, Addition of α-Iodosulfones to Vinyltrimethylsilane, Titanium-mediated Formation of Trimethylsilylcyclopropanols, β-Trimethylsilyl Ketones and Cyclopropenes, Hydrogen Acceptor Catalyst in the Conversion of Alcohols to Hydrogenated Wittig Adducts, Formation of 2-Trimethylsilylaziridines, Formation of Sulfonyl Chlorides, Improved Synthesis of 2-Trimethylsilylethylsulfonyl Chloride, Formation of an Iron Carbonyl Trienone Complex, Synthesis of 2-Phenyl-2-Trimethylsilylethanol, Synthesis of 2-Vinylanilines, Decarbonylative Vinylation of an Aromatic Ester, Asymmetric Epoxidation of Vinyltrimethylsilane, Direct Silylation of Heteroarylcarbonyl Compounds, Trimethylsilylation of Vinylboronates, etc.

Technology Process of Vinyltrimethylsilane

There total 77 articles about Vinyltrimethylsilane 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%

(CH3)3SiCHCH2(SFe(CO)3)2 + nitric acid (7697-37-2,78989-43-2) → ferric nitrate (7782-61-8) + ethenyltrimethylsilane (754-05-2)

Guidance literature:

In nitric acid; byproducts: H2SO4, NO, CO; stirring for 0.5 h at 25°C; condensing silane in a trap cooled with solid CO2, treating aq. layer with NaOH, evapn. to dryness, IR;

Reference yield: 96.0%

→ 3,8-bis(trimethylsilyl)-1,2,5,6-tetrathiacyclooctane (87495-58-7) + ethenyltrimethylsilane (754-05-2)

Guidance literature:

With copper dichloride; In benzene; at 80 ℃; for 8h;

Reference yield: 95.0%

chloro-trimethyl-silane (75-77-4) + Vinyl bromide (593-60-2,25951-54-6) → ethenyltrimethylsilane (754-05-2)

Guidance literature:

Vinyl bromide; With magnesium; In tetrahydrofuran; for 1h; Reflux;

chloro-trimethyl-silane; In tetrahydrofuran; Reflux;

upstream raw materials:

chloro-trimethyl-silane

chloroethylene

vinyl magnesium bromide

trichlorovinylsilane

Downstream raw materials:

6,6-dimethyl-3-thia-6-sila-heptanoic acid

(phenylethyl)silane

trimethylsilyloxirane

(2-bromoethyl)trimethylsilane

Refernces

• 1、 Barton,Burns,Davidson,Ijadi-Maghsoodi,Wood. "KINETICS AND MECHANISM OF THE PYROLYSIS OF ALLYLTRIMETHYLSILANE.". . p. 6367 - 6372. Retrieved 1984.
• 2、 Girolami, Gregory S.,Liu, Sumeng. "Platinum(II) Di-ω-alkenyl Complexes as slow-Release Precatalysts for Heat-Triggered Olefin Hydrosilylation". . p. 17492 - 17509. Retrieved 2021/11/04.
• 3、 Nurseiit, Alibek,Janabel, Jaysan,Gudun, Kristina A.,Kassymbek, Aishabibi,Segizbayev, Medet,Seilkhanov, Tulegen M.,Khalimon, Andrey Y.. "Bench-Stable Cobalt Pre-Catalysts for Mild Hydrosilative Reduction of Tertiary Amides to Amines and Beyond". . p. 790 - 798. Retrieved 2019/01/09.