10519-96-7

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POTASSIUM TRIMETHYLSILANOLATE, 95%

Product Code: SIP6901.0

Cas No: 10519-96-7

R&D quantities:

100 g
$187.00
25 g
$59.00
Silane 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.

Potassium trimethylsilanolate; Potassium trimethylsiloxide; Trimethylsilanol, potassium salt
  • Contains potassium hydroxide, hexamethyldisiloxane
  • Catalyst for the cross-coupling of aryl and vinylsilanes
  • Initiates silicone (cyclic siloxane) polymerizations
  • Cleaves esters under non-aqueous conditions
  • Catalyzes fluoride-free, silicon-based cross-coupling reactions
  • Converts difluorobenzenes to fluorophenols
  • 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

    • EINECS Number: 234-062-7

    Melting Point: 134-8° dec

    Molecular Weight: 128.29

    HMIS Key: 3-2-1-X

    Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

    Formula: C3H9KOSi

    Purity: 95%

    TSCA: TSCA

    Application: Cleaves esters under non-aqueous conditions.1
    Catalyzes fluoride-free, silicon-based cross-coupling reactions.2
    Converts difluorobenzenes to fluorophenols.3
    Catalyst for the cross-coupling of aryl and vinylsilanes.4

    Reference: 1. Laganis, E. et al. Tetrahedron Lett. 1984, 25, 5831.
    2. Denmark, S. E.; Regens, C. S. Accts. Chem. Res. 2008, 41, 1486.
    3. Li, J. et al. Synlett 2009, 633.
    4. Jeffery, T. Tetrahedron Lett. 1999, 40, 1673.

    Fieser: F&F: Vol. 12, p 414.

    Additional Properties: Initiates silicone (cyclic siloxane) polymerizations.