4519-17-9

Basic information

• Product Name: 1,4-BIS(VINYLDIMETHYLSILYL)BENZENE
• Synonyms: 1,4-BIS(VINYLDIMETHYLSILYL)BENZENE;[4-[dimethyl(vinyl)silyl]phenyl]-dimethyl-vinyl-silane;ethenyl-[4-[ethenyl(dimethyl)silyl]phenyl]-dimethylsilane;ethenyl-[4-[ethenyl(dimethyl)silyl]phenyl]-dimethyl-silane;1,4-Bis(dimethyl(vinyl)silyl)benzene;p-Phenylenebis(dimethylvinylsilane);NSC 269580
• CAS NO: 4519-17-9
• Molecular Formula: C₁₄H₂₂Si₂
• Molecular Weight: 246.5
• Mol File: 4519-17-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 92°C 3mm
• Flash Point: 100.1°C
• Appearance: /
• Density: 0,912 g/cm3
• Vapor Pressure: 0.0117mmHg at 25°C
• Refractive Index: 1.512
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,4-BIS(VINYLDIMETHYLSILYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BIS(VINYLDIMETHYLSILYL)BENZENE(4519-17-9)
• EPA Substance Registry System: 1,4-BIS(VINYLDIMETHYLSILYL)BENZENE(4519-17-9)

Safety Data

• TSCA: No
• Hazardous Substances Data: 4519-17-9(Hazardous Substances Data)

Usage

General Description

1,4-Bis(vinyldimethylsilyl)benzene is a specialty, industrial-grade chemical compound with multiple applications. As an organosilicon compound, this chemical is defined by the presence of carbon-silicon bonds. The compound comprises a benzene core with two vinyldimethylsilyl groups that are in the para position of the aromatic ring. It is highly reactive due to the silicone-vinyl bonds and is a precursor for making various silicon-containing polymers. The compound is primarily used as an intermediate in organic synthesis, silicone polymers, and other chemical preparations. Its physical state, color, and other properties can vary based on the conditions under which it's stored and the purity grade. Like many other chemicals, it must be handled with care due to potential health hazards.

InChI:InChI=1/C14H22Si2/c1-7-15(3,4)13-9-11-14(12-10-13)16(5,6)8-2/h7-12H,1-2H2,3-6H3

Upstream product

• 1719-58-0 Chlorodimethylvinylsilane 
• 17763-88-1 1,4-phenylene bis(trifluoromethanesulfonate) 
• 1078-97-3 1,4-bis(dimethylchlorosilyl)benzene 
• 1826-67-1 vinyl magnesium bromide 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 1267749-79-0 1-{[3-methyl-3-(trimethylsiloxy)pent-1-ynyl]dimethylsilyl}-4-(dimethylvinylsilyl)benzene 
• 1267749-80-3 C₂₈H₅₀O₂Si₄ 
• 1267749-77-8 C₂₃H₃₈OSi₃ 
• 1267749-78-9 C₃₂H₅₄O₂Si₄ 
• 1267749-76-7 1-{[(dimethylphenylsilyl)ethynyl]dimethylsilyl}-4-(dimethylvinylsilyl)benzene 
• 1267749-81-4 1-{[(cyclohexyl)ethynyl]dimethylsilyl}-4-(dimethylvinylsilyl)benzene 
• 1267749-75-6 1-{[(triethylsilyl)ethynyl]dimethylsilyl}-4-(dimethylvinylsilyl)benzene 
• 33002-32-3 1,4-Bis-(dimethyl-triethylsilanylethynyl-silanyl)-benzene 
• 1267749-83-6 1-[(1-heptynyl)dimethylsilyl]-4-(dimethylvinylsilyl)benzene 
• 1228307-61-6 1,4-bis{[(E)-2-(1',3',2'-dioxaborinan-2'-yl)ethen-1-yl]dimethylsilyl}benzene 

Relevant articles and documents

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.

High temperature thermosets derived from benzocyclobutene-containing main-chain oligomeric carbosilanes

A series of benzocyclobutene-carbosilane thermosets derived from benzocyclobutene-containing oligomeric silylenephenylene (PBSEPs) were synthesized. DSC analysis results demonstrated that the reaction of PBSEPs presumably took place within the temperature