17873-01-7

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p-TOLYLTRIMETHOXYSILANE

Product Code: SIT8042.0

Cas No: 17873-01-7

R&D quantities:

50 g
$209.00
10 g
$53.00
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.

p-Tolyltrimethoxysilane; 4-Trimethoxysilyltoluene
  • γc of treated surfaces: 34 mN/m
  • Charge control surface treatment for electrostatic copier particles
  • Converts arylselenyl bromides to aryl-4-tolylselenides
  • Example of aryltrimethoxysilane for cross-coupling application
  • Reacts with α-bromo esters to give α-p-tolyl esters
  • Couples w/o fluoride in aqueous medium
  • Michael adds to enones in aqueous medium
  • Undergoes asymmetric coupling with α-bromoesters
  • Boiling Point: 75-8° / 8

    Molecular Weight: 212.32

    Specific Gravity: 1.033

    Flashpoint: 94°C (201°F)

    HMIS Key: 3-1-1-X

    Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

    Formula: C10H16O3Si

    Refractive Index: 1.4726

    Application: Charge control surface treatment for electrostatic copier particles.1
    Converts arylselenyl bromides to aryl-4-tolylselenides.2

    Reference: 1. Yamazaki, H. Jpn. Kokai JP 06027719 A2, 1994.
    2. Bhadra, S. et al. J. Org. Chem. 2010, 75, 4864.

    Additional Properties: ?c of treated surface: 34 mN/m