1,3-DIVINYLTETRAMETHYLDISILOXANE

Product Code: SID4613.0
CAS No: 2627-95-4
SDS Sheets: EU | US
COMMERCIAL
2627-95-4
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Quantity
Price
 
50 g
$34.00
500 g
$240.00
2 kg
$503.00
15 kg
$1,932.00
160 kg
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Product data and descriptions listed are typical values, not intended to be used as specification.

  • Einecs Number

    220-099-6
  • HMIS

    2-3-0-X
  • Molecular Formula

    C8H18OSi2
  • Molecular Weight (g/mol)

    186.40
  • TSCA

    Yes
  • Boiling Point (˚C/mmHg)

    139
  • Density (g/mL)

    0.811
  • Flash Point (˚C)

    24 °C
  • Melting Point (˚C)

    -99°
  • Refractive Index @ 20˚C

    1.4123

Additional Properties

  • Hydrolytic Sensitivity

    1: no significant reaction with aqueous systems
  • Application

    Potential vinyl nucleophile in cross-coupling reactions.1

    Reference

    1. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.

    Safety

  • Hazard Info

    oral rat, LD50 >12,500 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.

    1,3-Divinyltetramethyldisiloxane; Diethenyltetramethyldisiloxane; Tetramethyldivinyldisiloxane; Divinyltetramethyldisiloxane

  • Silicone end-capper
  • Potential vinyl nucleophile in cross-coupling reactions
  • Modifier for vinyl addition silicone formulations
  • Potential vinyl donor in cross-coupling reactions
  • 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