All structures are computer generated. Please rely on the product data below for placing your order. If you see any errors in structures, please email customer service so that they can be addressed.


Product Code: SIE4902.0

Cas No: 1777-03-3

5 g
1.5 kg
Contact Us For Pricing
Alkynylsilane 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.

Ethynyltriethylsilane; Triethylsilylacetylene
  • More stable protected acetylene useful in Sonogashira reactions.
  • Reacts with enol silyl ethers to form α,α-bis-trans-&beta-triethylsilylethenyl ketones
  • 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

    Specific Gravity: 0.783

    Flashpoint: 17°C (63°F)

    HMIS Key: 2-4-1-X

    Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions

    Formula: C8H16Si

    Refractive Index: 1.4430

    Application: Reacts with enol silyl ethers to form ?,?-bis-trans-?-triethylsilylethenyl ketones.1
    Useful in Sonogashira cross-coupling reactions w/ more stable silyl group than the trimethylsilyl group.2

    Reference: 1. Amemiya, R. et al. Tetrahedron Lett. 2006, 47, 1797.
    2. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.