PHENYLTRIFLUOROSILANE, 92%

Product Code: SIP6821.5
CAS No: 368-47-8
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368-47-8
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50 g
$219.00

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

  • HMIS

    3-4-1-X
  • Molecular Formula

    C6H5F3Si
  • Molecular Weight (g/mol)

    162.19
  • Purity (%)

    92%
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    101-102
  • Density (g/mL)

    1.2169
  • Flash Point (˚C)

    -5 °C
  • Melting Point (˚C)

    -19°
  • Refractive Index @ 20˚C

    1.4110

Additional Properties

  • Hydrolytic Sensitivity

    8: reacts rapidly with moisture, water, protic solvents

    • Application

    Catalyzes the reaction of trimethylsilylmethyl imidates with dipolarophiles.1

    Reference

    1. Washizuka, K. et al. Tetrahedron 1999, 55, 12969.

    Safety

  • Packaging Under

    Nitrogen

    • Arylsilane 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.

    Phenyltrifluorosilane; Trifluorophenylsilane

  • Dipole moment: 2.77 debye
  • Catalyzes the reaction of trimethylsilylmethyl imidates with dipolarophiles
  • Cross-couples with aryl and vinyl triflates
  • Couples with aryl bromides in presence of fluoride
  • Couples with 2° alkyl bromides and iodides
  • 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