COMMERCIAL
2554-06-5

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

Product Code: SIT7900.0

Cas No: 2554-06-5

R&D quantities:

2 kg
$488.00
100 g
$81.00
25 g
$26.00
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
  • Boiling Point: 110° / 10

    EINECS Number: 219-863-1

    Melting Point: -43°

    Molecular Weight: 344.66

    Specific Gravity: 0.998

    Flashpoint: 112°C (234°F)

    HMIS Key: 2-1-0-X

    Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions

    Formula: C12H24O4Si4

    Refractive Index: 1.4342

    TSCA: TSCA

    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.

    Fieser:

    Additional Properties: Undergoes ring-opening polymerization