Pack Size
Quantity
Price
 
5 g
$100.00
25 g
$396.00

Product data and descriptions listed are typical values, not intended to be used as specification.

  • Einecs Number

    214-193-6
  • HMIS

    3-3-0-X
  • Molecular Formula

    C8H12Sn
  • Molecular Weight (g/mol)

    226.88
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    160-163
  • Density (g/mL)

    1.257
  • Flash Point (˚C)

    40 °C
  • Refractive Index @ 20˚C

    1.4914

Additional Properties

  • Hydrolytic Sensitivity

    1: no significant reaction with aqueous systems
  • Application

    Reviewed.1
    Asymmetrically allylates prochiral ketones with high ee's.2
    Allylates ?-keto esters with high enantioselectivty.3

    Reference

    1. Scott, W. J.; Moretto, A. F. in Encyclopedia of Reagents for Organic Synthesis 1995, Volume 7, 4830-4831.
    2. Wooten, A. J. et al. Org. Lett. 2007, 9, 381.
    3. Zheng, K. et al. J. Org. Chem. 2007, 72, 8478.

    Safety

  • Packaging Under

    Nitrogen
  • Organotin 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.

    Tetravinyltin; Tetraethenylstannane

  • Stille Coupling vinylation reagent
  • Source for vinyl lithium
  • Polymerization catalyst
  • Asymmetrically allylates prochiral ketones with high ee’s
  • Allylates α-keto esters with high enantioselectivty
  • 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
  • Metal-Organic Chemistry, Articles

    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