VINYLMETHYLDICHLOROSILANE

Product Code: SIV9084.0
CAS No: 124-70-9
SDS Sheets: EU | US
COMMERCIAL
124-70-9
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Quantity
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25 g
$24.00
1 kg
$140.00
2.5 kg
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18 kg
$990.00
180 kg
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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
  • 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