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

Product Code: SNB1794
CAS No: 14275-61-7
SDS Sheets: EU | US
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14275-61-7
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Price
 
5 g
$453.00

Prices listed are EXW price (Morrisville, PA US) in USD. Prices vary depending on currency and Incoterms.

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