ETHYNYLTRI-n-BUTYLTIN, 95%

Product Code: SNE4900
CAS No: 994-89-8
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2.5 g
$129.00
10 g
$414.00

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

  • Synonyms

    TRIBUTYLSTANNYLACETYLENE
  • HMIS

    2-2-1-X
  • Molecular Formula

    C14H28Sn
  • Molecular Weight (g/mol)

    315.07
  • Purity (%)

    95%
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    71/0.2
  • Density (g/mL)

    1.092
  • Flash Point (˚C)

    73 °C
  • Refractive Index @ 20˚C

    1.4760

Application

Undergoes reactions at triple bond.1
Pd catalyzed reactions with alkenyl and aryl iodides yields acetylenes.2,3

Reference

1. Stamm, W. J. Org. Chem. 1963, 28, 3264.
2. Stille, J. et al. J. Am. Chem. Soc. 1987, 109, 2138.
3. Stille, J. et al. J. Org. Chem. 1989, 54, 5856.

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.

    Ethynyltri-n-butyltin; Tributylstannylacetylene

  • Undergoes reactions at triple bond
  • Pd catalyzed reactions with alkenyl and aryl iodides yields acetylenes
  • Transfer of ethynyl group
  • 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