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POTASSIUM TRIMETHYLSILANOLATE, 95%
Silane 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.
Potassium trimethylsilanolate; Potassium trimethylsiloxide; Trimethylsilanol, potassium salt
EINECS Number: 234-062-7
Melting Point: 134-8° dec
Molecular Weight: 128.29
HMIS Key: 3-2-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Application: Cleaves esters under non-aqueous conditions.1
Catalyzes fluoride-free, silicon-based cross-coupling reactions.2
Converts difluorobenzenes to fluorophenols.3
Catalyst for the cross-coupling of aryl and vinylsilanes.4
Reference: 1. Laganis, E. et al. Tetrahedron Lett. 1984, 25, 5831.
2. Denmark, S. E.; Regens, C. S. Accts. Chem. Res. 2008, 41, 1486.
3. Li, J. et al. Synlett 2009, 633.
4. Jeffery, T. Tetrahedron Lett. 1999, 40, 1673.
Fieser: F&F: Vol. 12, p 414.
Additional Properties: Initiates silicone (cyclic siloxane) polymerizations.