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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.
Propargyloxytrimethylsilane; Propargyl trimethylsilyl ether; Trimethyl(propargyloxy)silane; O-Trimethylsilylpropargyl alcohol
EINECS Number: 226-981-7
Alternative Name: O-TRIMETHYLSILYLPROPARGYL ALCOHOL
Specific Gravity: 0.833
Flashpoint: 27°C (81°F)
HMIS Key: 3-3-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Refractive Index: 1.4090
Application: Reagent for the preparation of 1,4-dienes1, 4-en-1-ynes.2
Sonogashira cross-coupling would yield silyl-protected propargyl alcohol derivatives.3
Reference: 1. Knochel, P. et al. J. Organomet. Chem. 1986, 309, 1.
2. Mesnard, D. et al. J. Organomet. Chem. 1991, 420, 163.
3. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011.