1125-26-4

Basic information

• Product Name: VINYLPHENYLDIMETHYLSILANE
• Synonyms: VINYLPHENYLDIMETHYLSILANE;1-(Dimethylphenylsilyl)ethene;Dimethyl(phenyl)(ethenyl)silane;Vinyldimethylphenylsilane;Dimethylphenylvinylsilane 98%;Dimethylvinylphenylsilane;Ethenyldimethylphenylsilane;Silane, dimethylphenylvinyl-
• CAS NO: 1125-26-4
• Molecular Formula: C₁₀H₁₄Si
• Molecular Weight: 162.3
• Product Categories: Organometallic Reagents;Organosilicon;Others
• Mol File: 1125-26-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: <0°C
• Boiling Point: 82 °C20 mm Hg(lit.)
• Flash Point: 140 °F
• Appearance: /
• Density: 0.892 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.79mmHg at 25°C
• Refractive Index: n20/D 1.507(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: VINYLPHENYLDIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: VINYLPHENYLDIMETHYLSILANE(1125-26-4)
• EPA Substance Registry System: VINYLPHENYLDIMETHYLSILANE(1125-26-4)

Safety Data

• Statements: 10
• Safety Statements: 26-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 1125-26-4(Hazardous Substances Data)

Usage

General Description

Vinylphenyldimethylsilane is a chemical compound with the formula C10H14Si. It is a colorless liquid that is commonly used as a precursor in the synthesis of various organosilicon compounds. It contains a vinyl group, which makes it useful for polymerization reactions to produce silicone resins, rubbers, and other materials. Vinylphenyldimethylsilane is also employed in the production of specialty coatings, adhesives, and sealants due to its ability to improve the adhesion and flexibility of these materials. Additionally, it is utilized as a crosslinking agent in the formulation of modified polymers and as a reactive intermediate in the synthesis of pharmaceuticals and other organic compounds. Overall, vinylphenyldimethylsilane is an important chemical in the field of organosilicon chemistry with a wide range of industrial applications.

InChI:InChI=1/C10H14Si/c1-4-11(2,3)10-8-6-5-7-9-10/h4-9H,1H2,2-3H3

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 768-33-2 phenyldimethylsilyl chloride 
• 1719-58-0 Chlorodimethylvinylsilane 
• 100-58-3 phenylmagnesium bromide 
• 17763-67-6 Phenyl triflate 
• 74-85-1 ethene 
• 766-77-8 Dimethylphenylsilane 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 852064-26-7 (E)-dimethyl(phenyl)(4-phenylbut-1-en-1-yl)silane 
• 115672-05-4 dimethyl(oxiran-2-yl)(phenyl)silane 
• 80-62-6 methacrylic acid methyl ester 
• 292638-85-8 acrylic acid methyl ester 
• 107-13-1 acrylonitrile 
• 593-66-8 vinyliodide 

Downstream Products

• 17876-66-3 Si,Si,Si-trichloro-Si',Si'-dimethyl-Si'-phenyl-Si,Si'-ethanediyl-bis-silane 
• 130752-82-8 3-<β-(dimethylphenylsilyl)ethyl>tetrahydro-2-furanone 
• 130752-88-4 3-[1-(Dimethyl-phenyl-silanyl)-ethyl]-dihydro-furan-2-one 
• 194942-62-6 RuCl(CO)(PPh₃)2SiMe₂Ph 
• 64788-85-8 dimethyl-phenyl-((E)-styryl)-silane 

Relevant articles and documents

Catalytically active, recyclable polymeric titanocene disks: A batch-flow reactor

Dichlorotitanocene bound within porous polystyrene disks catalyzes the coupling of vinylmagnesium chloride and chlorosilanes to form 1,4-bis(silyl)-2-butenes. A simple batch-flow reactor permits catalyst reuse by repeated addition of fresh reagents and de

New polymers derived from 4-vinylsilylbenzocyclobutene monomer with good thermal stability, excellent film-forming property, and low-dielectric constant

A series of benzocyclobutene (BCB) polymers derived from a new readily available monomer, 4-(1′,1′-dimethyl-1′-vinyl) silylbenzocyclobutene (4-DMVSBCB), were conveniently prepared by radical and anionic polymerization. The homo- and co-polymerization results show that the reactivity of 4-DMVSBCB in anionic polymerization is relatively higher compared with radical polymerization. The molecular weight of 4-DMVSBCB polymers and content of 4-DMVSBCB can be controlled by anionic copolymerization. The introduction of rigid and crosslinkable BCB building blocks in side chains and carbosilanes in molecule gives rise to insulating materials with good film-forming property, smooth and flat film surface, and low-dielectric constants of 2.41-2.45, as preserving good thermal stability.

Copper-Catalyzed Asymmetric Hydroallylation of Vinylsilanes

A copper-catalyzed asymmetric hydroallylation of readily available vinylsilanes with allylic phosphates in the presence of hydrosilane was developed. These transformations can be performed under mild reaction conditions and provide the useful chiral organ

Cross-Electrophile C(sp2)?Si Coupling of Vinyl Chlorosilanes

The cross-electrophile coupling has become a powerful tool for C?C bond formation, but its potential for forging the C?Si bond remains unexplored. Here we report a cross-electrophile Csp2-Si coupling reaction of vinyl/aryl electrophiles with vinyl chlorosilanes. This new protocol offers an approach for facile and precise synthesis of organosilanes with high molecular diversity and complexity from readily available materials. The reaction proceeds under mild and non-basic conditions, demonstrating a high step economy, broad substrate scope, wide functionality tolerance, and easy scalability. The synthetic utility of the method is shown by its efficient accessing of silicon bioisosteres, the design of new BCB-monomers, and studies on the Hiyama cross-coupling of vinylsilane products.

Thieme Chemistry Journals Awardees - Where Are They Now? Titanium-Catalyzed Hydroaminoalkylation of Vinylsilanes and a One-Pot Procedure for the Synthesis of 1,4-Benzoazasilines

Vinylsilanes undergo intermolecular alkene hydroaminoalkylation with secondary amines in the presence of a titanium mono(aminopyridinato) catalyst to give the branched hydroaminoalkylation products with high regioselectivity. Corresponding reactions of a suitable (2-bromophenyl)vinylsilane combined with a subsequent intramolecular Buchwald-Hartwig amination result in the development of an elegant one-pot procedure for the synthesis of 1,4-benzoazasilines.