| Identification | More | [Name]
2-AMINO-5-FLUOROPHENOL | [CAS]
53981-24-1 | [Synonyms]
2-AMINO-5-FLUOROPHENOL
2-Amino-5-fluorophenol 98%
2-Amino-5-fluorophenol98% | [Molecular Formula]
C6H6FNO | [MDL Number]
MFCD00671759 | [Molecular Weight]
127.12 | [MOL File]
53981-24-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
38°C | [Boiling point ]
246.1±25.0 °C(Predicted) | [density ]
1.347±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
DMSO, Methanol | [form ]
Solid | [pka]
8.76±0.10(Predicted) | [color ]
Dark Beige | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Air Sensitive | [Detection Methods]
GC | [InChI]
InChI=1S/C6H6FNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2 | [InChIKey]
IIDUNAVOCYMUFB-UHFFFAOYSA-N | [SMILES]
C1(O)=CC(F)=CC=C1N | [CAS DataBase Reference]
53981-24-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29089990 |
| Hazard Information | Back Directory | [Chemical Properties]
Dark Beige Solid | [Uses]
2-Amino-5-fluorophenol is a fluoroaniline metabolite. | [Synthesis]
The general procedure for the synthesis of 2-amino-5-fluorophenol from 5-fluoro-2-nitrophenol is as follows: 5-fluoro-2-nitrophenol (2.50 g, 15.9 mmol, commercially available from e.g., Aldrich) was dissolved in ethanol (50 ml), and 10% palladium-carbon catalyst (980 mg) was added for the hydrogenation reaction, which lasted for 1.5 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated. The solid residue obtained was dissolved in ether, followed by addition of an equal volume of cyclohexane. The ether was removed by vacuum distillation at room temperature to give a light gray solid product. The product was filtered and washed with cyclohexane to give 2-amino-5-fluorophenol (1.90 g, 94% yield). Elemental analysis measured values: C, 56.4; H, 4.8; N, 10.9. theoretical values (C6H6FNO): C, 56.7; H, 4.8; N, 11.0%. | [References]
[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 24, p. 9742 - 9753
[2] Patent: WO2010/94643, 2010, A1. Location in patent: Page/Page column 46
[3] Patent: US5238908, 1993, A
[4] Patent: US5393735, 1995, A
[5] Chemistry - A European Journal, 2011, vol. 17, # 33, p. 9076 - 9082 |
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