2351-34-0

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CYCLOTRIMETHYLENEMETHYLCHLOROSILANE

Product Code: SIC2572.0

Cas No: 2351-34-0

R&D quantities:

5 g
$182.00
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.

Cyclotrimethylenemethylchlorosilane; 1-Chloro-1-methylsilacyclobutane
  • !ntermediate for enoxysilacyclobutanes
  • Precursor to various aryl and alkenylsilacyclobutanes suitable as a nucleophile in silicon-based cross-coupling
  • Precursor for aryl- and vinyl-substituted silacyclobutanes useful for aryl cross-coupling reactions
  • 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: 103°

    Molecular Weight: 120.66

    Specific Gravity: 0.985

    Flashpoint: 2°C (36°F)

    HMIS Key: 3-4-1-X

    Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents

    Formula: C4H9ClSi

    Refractive Index: 1.4500

    Application: Review of synthetic utility.1
    !ntermediate for enoxysilacyclobutanes.2
    Precursor to various aryl and alkenylsilacyclobutanes suitable as a nucleophile in silicon-based cross-coupling.3

    Reference: 1. Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 166-170.
    2. Denmark, S. et al. J. Am. Chem. Soc. 1994, 116, 7026.
    3. Denmark, S. E.; Sweis, R. F. Acc. Chem. Res. 2002, 35, 835.