Identification | More | [Name]
4-Bromo-2,3-difluorophenol | [CAS]
144292-32-0 | [Synonyms]
2,3-DIFLUORO-4-BROMOPHENOL 4-BROMO-2,3-DIFLUOROPHENOL 4-BROMO-2,3-DIFLUORPHENOL 2,3-DIFLUORO-4-BROMO PHENOL,=98% 2FPBr | [Molecular Formula]
C6H3BrF2O | [MDL Number]
MFCD08061907 | [Molecular Weight]
208.99 | [MOL File]
144292-32-0.mol |
Chemical Properties | Back Directory | [Melting point ]
53.0 to 57.0 °C | [Boiling point ]
213.3±35.0 °C(Predicted) | [density ]
1.858±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
7.16±0.23(Predicted) | [color ]
White to Gray to Brown | [InChI]
InChI=1S/C6H3BrF2O/c7-3-1-2-4(10)6(9)5(3)8/h1-2,10H | [InChIKey]
JZAVCMMYGSROJP-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(Br)C(F)=C1F | [CAS DataBase Reference]
144292-32-0(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
25 | [Safety Statements ]
45 | [RIDADR ]
2811 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
2908190090 |
Hazard Information | Back Directory | [Chemical Properties]
white solid | [Uses]
4-Bromo-2,3-difluorophenol is used as medical intermediate. | [Synthesis]
The general procedure for the synthesis of 2,3-difluoro-4-bromophenol from 4-bromo-2,3-difluoroanisole was as follows: to a stirred solution of 1-bromo-2,3-difluoro-4-methoxybenzene (3 g, 13.45 mmol) in dichloromethane (DCM, 30 mL) was slowly added dropwise to a dichloromethane (DCM) solution of 1 M boron tribromide (BBr3) (26.9) at -20 °C. The dropwise addition time was controlled to 10 min. mL, 26.9 mmol), and the dropwise addition time was controlled over 10 min. The cooling bath was removed and the reaction mixture was continued to be stirred at room temperature for 12 hours. Subsequently, the reaction mixture was cooled to 10 °C and the reaction was quenched with saturated aqueous sodium bicarbonate solution (100 mL). The mixture was diluted with dichloromethane (DCM, 150 mL) and the organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 4-bromo-2,3-difluorophenol (2 g, 9.47 mmol, 70% yield) in the form of a dark red oil. NMR hydrogen spectrum (400MHz, chloroform-d): δ 7.15-7.21 (m, 1H), 6.69-6.76 (m, 1H), 5.30-5.31 (m, 1H) ppm. | [References]
[1] Patent: WO2017/59085, 2017, A1. Location in patent: Page/Page column 453 |
|
|