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

Product Code: SIT7900.0
CAS No: 2554-06-5
SDS Sheets: EU | US
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2554-06-5
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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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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