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Olefin Functional Trialkoxy Silane
Silane coupling agents have the ability to form a durable bond between organic and inorganic materials to generate desired heterogeneous environments or to incorporate the bulk properties of different phases into a uniform composite structure. The general formula has two classes of functionality. The hydrolyzable group forms stable condensation products with siliceous surfaces and other oxides such as those of aluminum, zirconium, tin, titanium, and nickel. The organofunctional group alters the wetting or adhesion characteristics of the substrate, utilizes the substrate to catalyze chemical transformations at the heterogeneous interface, orders the interfacial region, or modifies its partition characteristics, and significantly effects the covalent bond between organic and inorganic materials.
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.
Vinyltriethoxysilane; Triethoxyvinylsilane; TEVS; VTES; Ethenyltriethoxysilane; Triethoxysilylethylene; Triethoxy(vinyl)silane
Boiling Point: 160-1°
EINECS Number: 201-081-7
Molecular Weight: 190.31
Specific Gravity: 0.903
Flashpoint: 44°C (111°F)
HMIS Key: 1-2-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Refractive Index: 1.3960
Application: Reacts with enamines to give (E)-?-silylenamines, which cross-couple w/ aryl iodides to give ?-aryl enamines.1
Extensive review on the use in silicon-based cross-coupling reactions.2
Reference: 1. Marciniec, B. et al. J. Org. Chem. 2005, 70, 8550.
2. Denmark, S. E. et al. Organic Reactions, Vol. 75, Denmark, S. E. ed., John Wiley and Sons, 233, 2011.
Additional Properties: 268Dipole moment: 1.69 debye?c of treated glass surface: 25 mN/mSpecific wetting surface area: 412 m2/g?Hform: -463.5 kcal/mole?Hvap: 6.8 kcal/moleSpecific heat: 0.25 cal/g/°Relative hydrolysis rate versus SIV9220.0, vinyltrimethoxysilane; 0.05Vapor pressure, 20°: 5 mm