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Alkynylsilane 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: 82° / 35
Molecular Weight: 142.27
Specific Gravity: 0.85
Flashpoint: 50°C (122°F)
HMIS Key: 2-2-1-X
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
Refractive Index: 1.4449
Application: Phosphate ester adds to ?,?-unsaturated malonates.1
Useful in silicon-mediated Sonogashira cross-coupling reactions to give substituted propargyl alcohols.2
Reference: 1. Song, Y. et al. Org. Lett. 2001, 3, 3543.
2. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.