10519-87-6

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DIVINYLDIMETHYLSILANE

Product Code: SID4606.0

Cas No: 10519-87-6

R&D quantities:

25 g
$154.00
5 g
$39.00
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.

Divinyldimethylsilane; Diethenyldimethylsilane
  • Potential vinyl donor in cross-coupling reactions
  • Forms copolymers with maleic anhydride
  • Forms polyamine macrocycles on reaction with Li dialkylamides, e.g. LiEtNCH2CH2NEtLi
  • Forms “smart” silamine polymers on reaction with 3,6-diazaoctane
  • Potential vinyl nucleophile in cross-coupling reactions
  • 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: 82°

    EINECS Number: 234-060-6

    Molecular Weight: 112.25

    Specific Gravity: 0.7337

    Flashpoint: 8°C (46°F)

    HMIS Key: 2-4-0-X

    Hydrolytic Sensitivity: 1: no significant reaction with aqueous systems

    Formula: C6H12Si

    Refractive Index: 1.4176

    Application: Forms copolymers with maleic anhydride.1
    Forms polyamine macrocycles on reaction with Li dialkylamides, e.g. LiEtNCH2CH2NEtLi.2
    Forms "smart" silamine polymers on reaction with 3,6-diazaoctane.3
    Potential vinyl nucleophile in cross-coupling reactions.4

    Reference: 1. Butler, G. et al. J. Polym. Sci. 1970, A1-8, 523.
    2. Nagasaki, Y. et al. Chem. Lett. 1993, 1825.
    3. Nagasaki, Y. et al. Chemtech 1997, 27(3), 23.
    4. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.