| Identification | Back Directory | [Name]
5-AMINO-2,4-DIFLUOROPHENOL | [CAS]
113512-71-3 | [Synonyms]
5-AMINO-2,4-DIFLUOROPHENOL
5-AMINO-2,4-DIFLUOROBENZENOL
2,4-Difluoro-5-hydroxyaniline
Phenol, 5-amino-2,4-difluoro-
5-AMINO-2,4-DIFLUOROPHENOL ISO 9001：2015 REACH | [Molecular Formula]
C6H5F2NO | [MDL Number]
MFCD04973718 | [MOL File]
113512-71-3.mol | [Molecular Weight]
145.11 |
| Chemical Properties | Back Directory | [Melting point ]
189-190°C | [Boiling point ]
246.5±35.0 °C(Predicted) | [density ]
1.472±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder | [pka]
8.79±0.23(Predicted) | [color ]
Brown | [InChI]
InChI=1S/C6H5F2NO/c7-3-1-4(8)6(10)2-5(3)9/h1-2,10H,9H2 | [InChIKey]
CXADAFQCFSVRGN-UHFFFAOYSA-N | [SMILES]
C1(O)=CC(N)=C(F)C=C1F |
| Hazard Information | Back Directory | [Synthesis]
General procedure: 2,4-difluoro-5-nitrophenol (1.01 g, 5.77 mmol) was suspended in ethyl acetate (EtOAc) and palladium hydroxide (0.08 g, 0.57 mmol) was added. The resulting slurry was stirred and reacted under hydrogen atmosphere for 6 hours. After completion of the reaction, the mixture was filtered through diatomaceous earth (Celite) and the filter cake was washed with ethyl acetate (2 x 10 mL). The filtrates were combined and concentrated to afford 5-amino-2,4-difluorophenol (0.8 g, 96% yield) as a solid product. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 9.28 (s, 1H), 6.91 (t, J = 7.2 Hz, 1H), 6.35 (t, J = 8.8 Hz, 1H), 4.84 (br s, 2H); mass spectra (ESI) m/z: 146.0 ([M + H]+). | [References]
[1] Synthesis, 1997, # 12, p. 1446 - 1450
[2] Patent: EP638566, 1995, A1
[3] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 35
[4] Patent: WO2013/36232, 2013, A2. Location in patent: Paragraph 00225
[5] Patent: WO2018/178338, 2018, A1. Location in patent: Page/Page column 142 |
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