VINYLMETHYLDICHLOROSILANE

Product Code: SIV9084.0
CAS No: 124-70-9
SDS Sheets: EU | US
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124-70-9
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25 g
$200.00

Prices listed are EXW price (Morrisville, PA US) in USD. Prices vary depending on currency and Incoterms.

Product data and descriptions listed are typical values, not intended to be used as specification.

  • Einecs Number

    204-710-3
  • HMIS

    3-4-1-X
  • Molecular Formula

    C3H6Cl2Si
  • Molecular Weight (g/mol)

    141.07
  • Purity (%)

    97%
  • TSCA

    Yes
  • Delta H Vaporization (kJ/mol)

    8.1 kcal/mole
  • Boiling Point (˚C/mmHg)

    92-93
  • Density (g/mL)

    1.087
  • Flash Point (˚C)

    4 °C
  • Melting Point (˚C)

    -78°
  • Refractive Index @ 20˚C

    1.4270
  • Viscosity at 25 ˚C (cSt)

    0.7

Additional Properties

  • Hydrolytic Sensitivity

    8: reacts rapidly with moisture, water, protic solvents

    • Application

    Used as a tether in synthesis of C-glycosides.1
    Reacts to vinylate aryl halides under NaOH-moderated conditions.2

    Reference

    1. Shuto, S. et al. J. Org. Chem. 2000, 65, 5547.
    2. Hagiwara, E. et al. Tetrahedron Lett. 1997, 38, 439.

    Safety

  • Hazard Info

    ipr mouse, LD50: 270 mg/kg
  • Packaging Under

    Nitrogen

    • 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.

    Vinylmethyldichlorosilane; Dichlorovinylmethylsilane; Methylvinyldichlorosilane; Dichloroethenylmethylsilane

  • Viscosity: 0.70 cSt
  • ΔHvap: 33.9 kJ/mol
  • Critical temperature: 272 °C
  • Coefficient of thermal expansion: 1.4 x 10-3
  • Reacts to vinylate aryl halides under NaOH-moderated conditions
  • Used as a tether in synthesis of C-glycosides
  • Extensive 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

    • Silicon Chemistry, Articles

    Silicon-Based Formation of Carbon-Carbon Bonds – Larson

    Hatanaka and Hiyama first reported the palladium-catalyzed, fluoride-promoted reaction of aryl, alkenyl, allyl, and ethynyltrimethylsilanes with aryl, vinil and allyl halides to form the respective cross-coupled products