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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.
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
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.