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- Synonyms TRIBUTYLSTANNYLACETYLENE
- HMIS 2-2-1-X
- Molecular Formula C14H28Sn
- Molecular Weight (g/mol) 315.07
- Purity (%) 95%
- TSCA No
- Boiling Point (˚C/mmHg) 71/0.2
- Density (g/mL) 1.092
- Flash Point (˚C) 73 °C
- Refractive Index @ 20˚C 1.4760
Application
Undergoes reactions at triple bond.1
Pd catalyzed reactions with alkenyl and aryl iodides yields acetylenes.2,3
Reference
1. Stamm, W. J. Org. Chem. 1963, 28, 3264.
2. Stille, J. et al. J. Am. Chem. Soc. 1987, 109, 2138.
3. Stille, J. et al. J. Org. Chem. 1989, 54, 5856.
Safety
Organotin 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.
Ethynyltri-n-butyltin; Tributylstannylacetylene
Metal-Organic Chemistry, Articles
Silicon Chemistry, Articles
Silicon-Based Formation of Carbon-Carbon Bonds – Larson
Hatanaka and Hiyama first reported the palladium-catalyzed, fluoride-promoted reaction of aryl, alkenyl, allyl, and ethynyltrimethylsilanes with aryl, vinil and allyl halides to form the respective cross-coupled products
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