1,3,5,7-TETRAVINYL-1,3,5,7-TETRAMETHYLCYCLOTETRASILOXANE

Product Code: SIT7900.0
CAS No: 2554-06-5
SDS Sheets: EU | US
COMMERCIAL
2554-06-5
Pack Size
Quantity
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25 g
$200.00
100 g
$220.00
2 kg
$674.00
17 kg
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180 kg
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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

    219-863-1
  • HMIS

    2-1-0-X
  • Molecular Formula

    C12H24O4Si4
  • Molecular Weight (g/mol)

    344.66
  • Purity (%)

    97%
  • TSCA

    Yes
  • Boiling Point (˚C/mmHg)

    110/10
  • Density (g/mL)

    0.998
  • Flash Point (˚C)

    102 °C
  • Melting Point (˚C)

    -43°
  • Refractive Index @ 20˚C

    1.4342
  • Viscosity at 25 ˚C (cSt)

    3.9

Additional Properties

  • Hydrolytic Sensitivity

    4: no reaction with water under neutral conditions
  • Application

    Review of synthetic utility.1
    Modifier for Pt-catalyst in 2-component RTVs.2
    Core molecule for dendrimers.3
    Excellent and inexpensive reagent for vinylations in cross-coupling reactions for the formation of styrenes and dienes.4,5,6
    Extensive review on the use in silicon-based cross-coupling reactions.7

    Reference

    1. Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 484-487.
    2. Kim, C. et al. Bull. Kor. Chem. Soc. 1997, 18, 164.
    3. Broadbridge, R. et al. J. Chem. Soc., Chem. Commun. 1998, 1449.
    4. Denmark, S. E.; Butler, C. R. Org. Lett. 2006, 8, 63.
    5. Denmark, S. E.; Wang, Z. J. Organomet. Chem. 2001, 624, 372.
    6. Denmark, S. E.; Wehrli, D. Org. Lett. 2000, 2, 565.
    7. Denmark, S. E. et al. Organic Reactions, Vol. 75, Denmark, S. E. ed., John Wiley and Sons, 233, 2011.

    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.

    1,3,5,7-Tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane; Methylvinylcyclosiloxane; Tetramethyltetravinylcyclotetrasiloxane; Tetramethyltetraethenylcyclotetrasiloxane

  • Viscosity: 3.9 cSt
  • Excellent and inexpensive reagent for vinylations in cross-coupling reactions for the formation of styrenes and dienes
  • Undergoes ring-opening polymerization
  • Modifier for Pt-catalyst in 2-component RTVs
  • Core molecule for dendrimers
  • 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