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

Product Code: SIT8737.0
CAS No: 3901-77-7
SDS Sheets: EU | US
Pack Size
Quantity
Price
 
5 g
$43.00
25 g
$171.00
2 kg
$3,846.00

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
  • 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