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Vinyltrimethylsilane

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CAS:754-05-2
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CAS:754-05-2
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CAS:754-05-2
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Products Intro: Product Name:vinyltrimethylsilane
CAS:754-05-2
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Vinyltrimethylsilane manufacturers

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  • 2023-09-15
  • CAS:754-05-2
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  • Vinyltrimethylsilane
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Vinyltrimethylsilane Basic information
Product Name:Vinyltrimethylsilane
Synonyms:CH2=CHSi(CH3)3;ethenyltrimethyl-silan;Silane, trimethylvinyl-;silane,trimethylvinyl-;Vinyltrimethysilane;VINYLTRIMETHYLSILANE;(TRIMETHYLSILYL)ETHYLENE;ETHENYLTRIMETHYLSILANE
CAS:754-05-2
MF:C5H12Si
MW:100.23
EINECS:212-042-9
Product Categories:Amides;Amines;and Other Vinyl Monomers;Chemical Synthesis;Materials Science;Monomers;Organometallic Reagents;Organosilicon;Others;Polymer Science;Vinyl Halides;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Vinylsilanes, Allylsilanes
Mol File:754-05-2.mol
Vinyltrimethylsilane Structure
Vinyltrimethylsilane Chemical Properties
Melting point -132°C
Boiling point 55 °C (lit.)
density 0.684 g/mL at 25 °C (lit.)
vapor pressure 4.44 psi ( 20 °C)
refractive index n20/D 1.391(lit.)
Fp <-30 °C
storage temp. Inert atmosphere,2-8°C
solubility Miscible with tetrahydrofuran, diethyl ether, benzene and dichloromethane.
form liquid
Specific Gravity0.6903
color Colorless to Almost colorless
Hydrolytic Sensitivity1: no significant reaction with aqueous systems
BRN 956572
InChIKeyGCSJLQSCSDMKTP-UHFFFAOYSA-N
CAS DataBase Reference754-05-2(CAS DataBase Reference)
NIST Chemistry ReferenceSilane, ethenyltrimethyl-(754-05-2)
EPA Substance Registry SystemSilane, ethenyltrimethyl- (754-05-2)
Safety Information
Hazard Codes F,Xn
Risk Statements 11-22-36/37/38-40
Safety Statements 16-26-33-36-36/37/39-36/37
RIDADR UN 1993 3/PG 1
WGK Germany 1
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29319090
MSDS Information
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Vinyltrimethylsilane Usage And Synthesis
Chemical Propertiesclear colourless liquid
Physical propertiesbp 55–57 °C; d20 4 0.691 g cm?3; n20 D 1.391.
UsesPreparation of silyl-ethers by Rh(I) catalysis.1
UsesVinyltrimethylsilane 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.
UsesVinyltrimethylsilane 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.
PreparationPrepared in 67–91% yield from vinylmagnesium bromide and chlorotrimethylsilane in THF.
Flammability and ExplosibilityFlammable
Purification MethodsIf the 1H NMR spectrum shows impurities, then dissolve it in Et2O, wash it with aqueous NH4Cl solution, dry over CaCl2, filter, evaporate and distil it at atmospheric pressure in an inert atmosphere. It is used as a co-polymer and may polymerise in the presence of free radicals. It is soluble in CH2Cl2. [Nagel & Post J Org Chem 17 1379 1952, Beilstein 4 IV 3922.]
Tag:Vinyltrimethylsilane(754-05-2) Related Product Information
Bromotrimethylsilane Dichloromethylvinylsilane Chloromethyltrimethylsilane Vinyltrimethoxyacyloxygroupsilanes Iodotrimethylsilane Tri(isopropoxy)vinylsilane Vinyltrimethoxysilane Azidotrimethylsilane 3-Aminopropyltrimethoxysilane Triethoxyvinylsilane Trimethoxyphenylsilane Trimethylsilyl cyanide (Trifluoromethyl)trimethylsilane Trichlorovinylsilane VINYLTRIISOPROPENOXYSILANE Vinyl tris(2-methoxyethoxy) silane Vinylmagnesium bromide Vinyl tris(trimethylsiloxy)silane