To search by structure, left click in the box below to display the chemdraw toolbar. Then, draw the chemical structure of interest in the box using the toolbar. When your structure is complete, click “Search by Name” or “Search by SMILES” to generate the product name or SMILES respectively. This feature will search within the Gelest product database for matching chemical names or SMILES. Note: In cases where Gelest uses alternate chemical names, it may be necessary to search for the product of interest by its CAS#.
- Einecs Number 234-062-7
- HMIS 3-2-1-X
- Molecular Formula C3H9KOSi
- Molecular Weight (g/mol) 128.29
- Purity (%) 95%
- TSCA Yes
- Boiling Point (˚C/mmHg) NA
- Melting Point (˚C) 134-8° dec
Additional Properties
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
Fieser
F&F: Vol. 12, p 414.
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.
Safety
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
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
