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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.
3-Trimethylsilylpropargyl alcohol; 3-Trimethylsilyl-2-propyn-1-ol
Boiling Point: 170-2°
EINECS Number: 226-094-5
Molecular Weight: 128.25
Alternative Name: 3-TRIMETHYLSILYL-2-PROPYN-1-OL
Specific Gravity: 0.875
Flashpoint: 65°C (149°F)
HMIS Key: 3-2-0-X
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
Refractive Index: 1.4518
Application: Useful in silicon-mediated Sonogashira cross-coupling reactions to give substituted propargyl alcohols.1
Reference: 1. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.
Fieser: F&F: Vol. 10, p 70; Vol. 11, p 164.
Additional Properties: Hydromagnesiation of triple bond yields intermediates for terpene synthesis