5582-62-7

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PROPARGYLOXYTRIMETHYLSILANE

Product Code: SIP6903.0

Cas No: 5582-62-7

R&D quantities:

25 g
$116.00
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.

Propargyloxytrimethylsilane; Propargyl trimethylsilyl ether; Trimethyl(propargyloxy)silane; O-Trimethylsilylpropargyl alcohol
  • Reagent for the preparation of 1,4-dienes1, 4-en-1-ynes
  • Sonogashira cross-coupling would yield silyl-protected propargyl alcohol derivatives
  • 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
  • Boiling Point: 110-1°

    EINECS Number: 226-981-7

    Molecular Weight: 128.25

    Alternative Name: O-TRIMETHYLSILYLPROPARGYL ALCOHOL

    Specific Gravity: 0.833

    Flashpoint: 27°C (81°F)

    HMIS Key: 3-3-1-X

    Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

    Formula: C6H12OSi

    Refractive Index: 1.4090

    TSCA: TSCA

    Application: Reagent for the preparation of 1,4-dienes1, 4-en-1-ynes.2
    Sonogashira cross-coupling would yield silyl-protected propargyl alcohol derivatives.3

    Reference: 1. Knochel, P. et al. J. Organomet. Chem. 1986, 309, 1.
    2. Mesnard, D. et al. J. Organomet. Chem. 1991, 420, 163.
    3. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.