POTASSIUM TRIMETHYLSILANOLATE, 95%

Product Code: SIP6901.0
CAS No: 10519-96-7
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10519-96-7
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25 g
$71.00
100 g
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2 kg
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Product data and descriptions listed are typical values, not intended to be used as specification.

  • Einecs Number

    234-062-7
  • HMIS

    3-2-1-X
  • Molecular Formula

    C3H9KOSi
  • Molecular Weight (g/mol)

    128.29
  • Purity (%)

    95%
  • TSCA

    Yes
  • Boiling Point (˚C/mmHg)

    NA
  • Melting Point (˚C)

    134-8° dec

Additional Properties

  • Hydrolytic Sensitivity

    7: reacts slowly with moisture/water

    • 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

    Fieser

    F&F: Vol. 12, p 414.

    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.

    Safety

  • Packaging Under

    Nitrogen

    • 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

    • 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