BIS(TRI-n-BUTYLSTANNYL)ETHYLENE, trans isomer

Product Code: SNB1794
CAS No: 14275-61-7
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14275-61-7
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Quantity
Price
 
5 g
$453.00

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

  • HMIS

    3-1-0-X
  • Molecular Formula

    C26H56Sn2
  • Molecular Weight (g/mol)

    606.11
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    185/0.01
  • Density (g/mL)

    1.150
  • Refractive Index @ 20˚C

    1.503

Additional Properties

  • Hydrolytic Sensitivity

    4: no reaction with water under neutral conditions

    • Application

    Used in the Michael addition of (E)-tributylstannylethylene unit to enones.1

    Reference

    1. Corey, E. et al. J .Am. Chem. Soc. 1974, 96, 5581.

    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.

    trans-Bis(tri-n-butylstannyl)ethylene; Tributylstannylethyne

  • Used in the Michael addition of (E)-tributylstannylethylene unit to enones
  • β-Tri-n-butylstannylvinyl group or reagent for the formation of stilbenes
  • 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

    Introduction to Organotin Chemistry – Bossert

    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