1,3,5-TRIVINYL-1,3,5-TRIMETHYLCYCLOTRISILOXANE

Product Code: SIT8737.0
CAS No: 3901-77-7
SDS Sheets: EU | US
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3901-77-7
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Pack Size
Quantity
Price
 
5 g
$200.00
25 g
$237.00
100 g
$667.00
2 kg
$5,309.00

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

    223-458-5
  • HMIS

    2-1-0-X
  • Molecular Formula

    C9H18O3Si3
  • Molecular Weight (g/mol)

    258.50
  • Purity (%)

    97%
  • TSCA

    Yes
  • Boiling Point (˚C/mmHg)

    80/20
  • Density (g/mL)

    0.9669
  • Refractive Index @ 20˚C

    1.4215

Additional Properties

  • Hydrolytic Sensitivity

    1: no significant reaction with aqueous systems

    • Application

    Reagent for vinylations via cross-coupling protocols.1,2

    Reference

    1. Denmark, S. E.; Wang, Z. J. Organomet. Chem. 2001, 624, 372.
    2. Denmark, S. E.; Butler, C. R. J. Am. Chem. Soc. 2008, 130, 3690.

    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.

    1,3,5-Trivinyl-1,3,5-trimethylcyclotrisiloxane; D’3; Trimethyltrivinylcyclotrisiloxane; Trivinyltrimethylcyclotrisiloxane; 2,4,6-Trimethyl-2,4,6-trivinylcyclotrisiloxane

  • Reagent formation of styrenes and dienes.
  • Undergoes “living” anion ring-opening polymerization
  • Reagent for vinylations via cross-coupling protocols
  • 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