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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.
Boiling Point: 71° / 0.2
Molecular Weight: 315.07
Alternative Name: TRIBUTYLSTANNYLACETYLENE
Specific Gravity: 1.092
Flashpoint: 73°C (163°F)
HMIS Key: 2-2-1-X
Refractive Index: 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.