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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
- Refractive Index @ 20˚C 1.4760
Undergoes reactions at triple bond.1
Pd catalyzed reactions with alkenyl and aryl iodides yields acetylenes.2,3
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.
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.
Metal-Organic Chemistry, Articles
Silicon Chemistry, Articles
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