2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Product Name
- 2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- CAS No.
- 879275-72-6
- Chemical Name
- 2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
- Synonyms
- 2-(Difluoromethyl)benzene boronic acid, pinacol ester;2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;1,3,2-Dioxaborolane, 2-[2-(difluoromethyl)phenyl]-4,4,5,5-tetramethyl-
- CBNumber
- CB02594196
- Molecular Formula
- C13H17BF2O2
- Formula Weight
- 254.08
- MOL File
- 879275-72-6.mol
2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Property
- Boiling point:
- 316.1±37.0 °C(Predicted)
- Density
- 1.09±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Colorless to light yellow Liquid
Safety
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 6760-1-62
- Product name
- 2-(Difluoromethyl)benzene boronic acid, pinacol ester
- Packaging
- 250mg
- Price
- $312
- Updated
- 2021/12/16
- Product number
- 3540DP
- Product name
- 2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Packaging
- 100mg
- Price
- $519
- Updated
- 2021/12/16
- Product number
- 3540DP
- Product name
- 2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Packaging
- 250mg
- Price
- $698
- Updated
- 2021/12/16
- Product number
- 6760-1-62
- Product name
- 2-(Difluoromethyl)benzene boronic acid, pinacol ester
- Packaging
- 1g
- Price
- $952
- Updated
- 2021/12/16
- Product number
- CD12020148
- Product name
- 2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- Purity
- 95+%
- Packaging
- 1g
- Price
- $888
- Updated
- 2021/12/16
2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Chemical Properties,Usage,Production
Synthesis
845866-82-2
61676-62-8
879275-72-6
The general procedure for the synthesis of 2-(2-(difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes from 1-bromo-2-difluoromethylbenzene (19.8 g, 95.7 mmol) and isopropanol pinacol borate was as follows: 1-bromo-2-difluoromethylbenzene was dissolved under nitrogen protection in dry tetrahydrofuran (THF, 200 mL) in tetrahydrofuran (THF, 200 mL) and cooled to -78 °C. A hexane solution (42 mL, 105 mmol) of 2.5 M n-butyllithium (n-BuLi) was slowly added. After addition, the reaction mixture was continued to stir at -78 °C for 1 hour. Subsequently, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (25 mL, 123 mmol) was added and slowly warmed to room temperature. After stirring overnight at room temperature and under nitrogen protection, the reaction mixture was poured into water (400 mL). The organic layer was separated by extraction with ethyl acetate (300 mL). The aqueous layer was extracted twice with ethyl acetate (150 mL and 50 mL). The organic layers were combined, washed with water, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated to dryness under reduced pressure. The brown oil obtained (21 g) was purified by ball-ball distillation (3 x 10^-3 mbar, 90-95 °C) to afford 2-(2-difluoromethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (14.4 g, 59% yield) as a light yellow oil.
References
[1] Patent: US2008/167305, 2008, A1. Location in patent: Page/Page column 56
2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Preparation Products And Raw materials
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