1,2-BIS(TRIMETHYLSILYL)ETHYLENE, 95%

Product Code: SIB1857.9
CAS No: 1473-61-6 or 18178-60-4
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1473-61-6 or 18178-60-4
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10 g
$291.00

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

  • HMIS

    2-4-0-X
  • Molecular Formula

    C8H20Si2
  • Molecular Weight (g/mol)

    172.42
  • Purity (%)

    95%
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    156-158
  • Density (g/mL)

    0.759
  • Melting Point (˚C)

    -18°
  • Refractive Index @ 20˚C

    1.4374

Additional Properties

  • Hydrolytic Sensitivity

    4: no reaction with water under neutral conditions

    • Application

    Reacts w/aryl iodides to form (E)-?-trimethylsilylstyrenes.1

    Reference

    1. Karabelas, K.; Hallberg, A. J. Org. Chem. 1989, 54, 1773.

    Safety

  • 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.

    1,2-Bis(trimethylsilyl)ethylene

  • Primarily trans isomer
  • Reacts with aryl iodides to for (E)-β-trimethylsilylstyrenes
  • 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

    α, β-Epoxysilanes – Hudrlik et al.

    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