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CAS RN: 185990-03-8 | Product Number: D4357

2-(Dimethylphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane


Purity: >95.0%(GC)
Synonyms:
  • (Dimethylphenylsilyl)boronic Acid Pinacol Ester
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Product Number D4357
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
CAS RN 185990-03-8
Reaxys Registry Number 7585086
PubChem Substance ID 253661961
MDL Number

MFCD05664111

Specifications
Appearance Colorless to Light yellow to Light orange clear liquid
Purity(GC) min. 95.0 %
Properties (reference)
Boiling Point 120 °C/0.08 mmHg
Specific Gravity (20/20) 0.97
Refractive Index 1.50
GHS
Related Laws:
Transport Information:
HS Number 2931399090
Application
Transition Metal-free Borylation

A Representative procedure for the boryl substitution reaction of aryl halide:
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.

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