CAS 754-05-2: Vinyltrimethylsilane

Vinyltrimethylsilane is a solid catalyst that is used for cross-linking of polymers, such as polystyrene, polyvinyl chloride, and polymethyl methacrylate. The reaction mechanism involves the formation of a metal carbonyl complex with malonic acid and subsequent coordination to the vinyl group of the silane. Vinyltrimethylsilane can be used in low-energy metathesis reactions, such as the conversion of propylene into ethylene. It has been shown to be an optimum cross-linker at concentrations between 0.5% and 1%.

Vinyltrimethylsilane

Alkenylsilane Cross-Coupling Agent The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile. Vinyltrimethylsilane; Ethenyltrimethylsilane; Trimethylsilylethene; Trimethylvinylsilane Viscosity, 20 °C: 0.5 cStΔHcomb: 4,133 kJ/molΔHfus: 7.7 kJ/molCopolymerization parameters- e,Q: 0.04, 0.029Forms polymers which can be fabricated into oxygen enrichment membranesPolymerization catalyzed by alkyllithium compoundsReacts w/ azides to form trimethylsilyl-substituted aziridinesUndergoes Heck coupling to (E)-β-substituted vinyltrimethylsilanes, which can then be cross-coupled furtherExtensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011

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. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

S22050 - Vinyltrimethylsilane