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Product Code: SNT7906

Cas No: 1112-56-7

25 g
5 g

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

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
  • EINECS Number: 214-193-6

    Specific Gravity: 1.257

    Flashpoint: 40°C (104°F)

    HMIS Key: 3-3-0-X

    Hydrolytic Sensitivity: 1: no significant reaction with aqueous systems

    Formula: C8H12Sn

    Refractive Index: 1.4914

    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.

    Additional Properties: Source for vinyl lithium