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Arylsilane 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.
Aromatic Silane - Conventional Surface Bonding
Aliphatic, fluorinated aliphatic or substituted aromatic hydrocarbon substituents are the hydrophobic entities which enable silanes to induce surface hydrophobicity. The organic substitution of the silane must be non-polar. The hydrophobic effect of the organic substitution can be related to the free energy of transfer of hydrocarbon molecules from an aqueous phase to a homogeneous hydrocarbon phase. A successful hydrophobic coating must eliminate or mitigate hydrogen bonding and shield polar surfaces from interaction with water by creating a non-polar interphase. Although silane and silicone derived coatings are in general the most hydrophobic, they maintain a high degree of permeability to water vapor. This allows coatings to breathe and reduce deterioration at the coating interface associated with entrapped water. Since ions are not transported through non-polar silane and silicone coatings, they offer protection to composite structures ranging from pigmented coatings to rebar reinforced concrete. A selection guide for hydrophobic silanes can be found on pages 22-31 of the Hydrophobicity, Hydrophilicity and Silane Surface Modification brochure.
Phenyltriethoxysilane; Triethoxysilylbenzene; Triethoxy(phenyl)silane
EINECS Number: 212-305-8
Specific Gravity: 0.996
Flashpoint: 96°C (205°F)
HMIS Key: 2-1-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Refractive Index: 1.4718
Application: Effective treatment for organic-grafted clays.1
Phenylates allyl benzoates.2
Extensive review on the use in silicon-based cross-coupling reactions.3
Reference: 1. Canrado, K. et al. Chem. Mater. 2001, 13, 3766.
2. Correia, R.; DeShong, P. J. Org Chem. 2001, 66, 7159.
3. Denmark, S. E. et al. Organic Reactions, Vol. 75, Denmark, S. E. ed., John Wiley and Sons, 233, 2011.
Additional Properties: 265Dipole moment: 1.85 debyeDielectric constant: 4.12Surface tension: 28 mN/mCoefficient of thermal expansion: 0.9 x 10-3Electron donor component of polyolefin polymerization catalyst complexes