CAS RN: 185990-03-8 | Product Number: D4357
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|Purity / Analysis Method||>95.0%(GC)|
|Molecular Formula / Molecular Weight||C__1__4H__2__3BO__2Si = 262.23|
|Physical State (20 deg.C)||Liquid|
|Store Under Inert Gas||Store under inert gas|
|Condition to Avoid||Air Sensitive,Moisture Sensitive|
|Reaxys Registry Number||7585086|
|PubChem Substance ID||253661961|
|Appearance||Colorless to Light yellow to Light orange clear liquid|
|Purity(GC)||min. 95.0 %|
|Boiling Point||120 °C/0.08 mmHg|
|Specific Gravity (20/20)||0.97|
To a vial sealed with a screw cap containing a silicon-coated rubber septum is added potassium methoxide (0.6 mmol) under argon. It is connected to a vacuum/nitrogen manifold through a needle. DME (5 mL) and 1 (0.36 mmol) are added to the vial, then stirred for 10 min at 30 °C. 4-Bromoanisole (0.50 mmol) is added dropwise and stirred for 1 h. The solution is cooled to 0 °C followed by the addition of TBAF (1.0 M, 800 µL). The resultant solution is stirred for 3 h at 0 °C. After that, the mixture is added to the H2O (100 mL), then extracted with Et2O (50 mL). The organic layer is washed with water (50 mL x 2). The combined organic layer is then dried over MgSO4 followed by evaporation. The crude product is purified by boric acid-impregnated silica-gel column chromatography with 0–5% hexane/Et2O eluent to give the desired product (77% isolated yield) as a colorless oil.
- Anomalous Reactivity of Silylborane: Transition-Metal-Free Boryl Substitution of Aryl, Alkenyl, and Alkyl Halides with Silylborane/Alkoxy Base Systems
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