| Identification | Back Directory | [Name]
4-AMINO-2,3-DIFLUORO-PHENOL | [CAS]
163733-99-1 | [Synonyms]
4-AMINO-2,3-DIFLUORO-PHENOL
2,3-DIFLUORO-4-HYDROXYANILINE
Phenol, 4-amino-2,3-difluoro- (9CI) | [Molecular Formula]
C6H5F2NO | [MDL Number]
MFCD03094494 | [MOL File]
163733-99-1.mol | [Molecular Weight]
145.11 |
| Chemical Properties | Back Directory | [Appearance]
brown toblack powde | [Melting point ]
ca 153℃ | [Boiling point ]
255.5±40.0 °C(Predicted) | [density ]
1.472±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
powder | [pka]
7.99±0.23(Predicted) | [color ]
Black |
| Hazard Information | Back Directory | [Chemical Properties]
brown toblack powde | [Uses]
4-Amino-2,3-difluorophenol is one of the 4-aminophenol metabolites used to study dehalogenation. | [Synthesis]
Under hydrogen atmosphere (30 psi), 1-benzyloxy-2,3-difluoro-4-nitrobenzene (14 g, 52.8 mmol) was dissolved in methanol (200 mL), 10% Pd/C catalyst (1.4 g, 1.3 mmol) was added, and the reaction was stirred for 2 hours. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated in vacuum to afford 4-amino-2,3-difluorophenol (7 g, 92% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 9.05 (s, 1H), 6.45 (t, J = 8.8 Hz, 1H), 6.34 (t, J = 9.2 Hz, 1H), 4.67 (s, 2H); Mass Spectra (ESI) m/z: 146.1 [M + H]+. | [References]
[1] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 41
[2] Patent: WO2010/51373, 2010, A1. Location in patent: Page/Page column 61
[3] Patent: WO2013/36232, 2013, A2. Location in patent: Paragraph 00279
[4] Patent: WO2013/180949, 2013, A1. Location in patent: Paragraph 0180
[5] Patent: WO2014/22116, 2014, A2. Location in patent: Paragraph 0177 |
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