ChemicalBook > CAS DataBase List > 2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE

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
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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
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Safety

HS Code 
2931900090
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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.

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N-Bromosuccinimide Price

SynQuest Laboratories
Product number
6760-1-62
Product name
2-(Difluoromethyl)benzene boronic acid, pinacol ester
Packaging
250mg
Price
$312
Updated
2021/12/16
AK Scientific
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
AK Scientific
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
SynQuest Laboratories
Product number
6760-1-62
Product name
2-(Difluoromethyl)benzene boronic acid, pinacol ester
Packaging
1g
Price
$952
Updated
2021/12/16
Crysdot
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
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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

Raw materials

Preparation Products

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2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE Suppliers

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879275-72-6, 2-(2-(DIFLUOROMETHYL)PHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANERelated Search:


  • 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-
  • 2-(Difluoromethyl)benzene boronic acid, pinacol ester
  • 879275-72-6