118722-54-6

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(2-PYRIDYL)ALLYLDIMETHYLSILANE, 90%

Product Code: SIP6923.0

Cas No: 118722-54-6

R&D quantities:

2.5 g
$253.00
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.

(2-Pyridyl)allyldimethylsilane; (2-Allyldimethylsilyl)pyridine
  • Water and air-stable arylsilane for formation of 2-aryl pyridines
  • Allylates aldehydes, ketones and imines
  • Allylates ketones and aldehydes in the absence of palladium catalysis
  • Source for other 2- pyridyl allylsilanes
  • 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: 104-5° / 18

    Molecular Weight: 177.32

    Flashpoint: 71°C (160F)

    HMIS Key: 3-2-1-X

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

    Formula: C10H15NSi

    Purity: 90%

    Refractive Index: 1.5046

    Application: Allylates ketones and aldehydes in the absence of palladium catalysis. Source for other 2- pyridyl allylsilanes.1
    Extensive review on the use in silicon-based cross-coupling reactions.2

    Reference: 1. Kamei, T. et al. Org. Lett. 2005, 7, 4725.
    2. Denmark, S. E. et al. Organic Reactions, Vol. 75, Denmark, S. E. ed., John Wiley and Sons, 233, 2011.