4-AMINO-2-FLUOROPHENOL Chemical Properties

Melting point:

170-172°C

Boiling point:

263.3±25.0 °C(Predicted)

Density 

1.347±0.06 g/cm3(Predicted)

storage temp. 

Amber Vial, Refrigerator, Under Inert Atmosphere

solubility 

DMSO, Methanol

form 

Solid

pka

8.97±0.18(Predicted)

color 

Brown

InChI

InChI=1S/C6H6FNO/c7-5-3-4(8)1-2-6(5)9/h1-3,9H,8H2

InChIKey

MXJQJURZHQZLNN-UHFFFAOYSA-N

SMILES

C1(O)=CC=C(N)C=C1F

CAS DataBase Reference

399-96-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2922290090

4-AMINO-2-FLUOROPHENOL Usage And Synthesis

Uses

4-Amino-2-fluorophenol is an reagent used in various synthetic preparations such as the synthesis of Amodiaquine (A634200), an antimalarial agent.

Synthesis

Step 1) Reduction reaction: 2-fluoro-4-nitrophenol (5.0 g, 31.8 mmol) was dissolved in methanol (200 mL) and palladium/carbon catalyst (1.0 g, 10%) was added. The reaction mixture was stirred overnight at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and washed with methanol (5 mL). The filtrate was concentrated under reduced pressure to give 4-amino-2-fluorophenol as a brown solid (4.02 g, yield >99%). Mass spectrum (ESI, cation mode) m/z: 128.1 [M+H]+.

References

[1] Patent: US2005/245530, 2005, A1. Location in patent: Page/Page column 35-36
[2] Patent: US2006/241104, 2006, A1. Location in patent: Page/Page column 14
[3] Patent: US2007/78140, 2007, A1. Location in patent: Page/Page column 25-26
[4] Patent: WO2014/22116, 2014, A2. Location in patent: Paragraph 0223
[5] Patent: US2015/37280, 2015, A1. Location in patent: Paragraph 0445; 0446

4-AMINO-2-FLUOROPHENOL(399-96-2)Related Product Information

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• N-(2,4-DICHLORO-5-METHOXYPHENYL)-3-(2-FLUORO-4-NITROPHENOXY)-2-THIOPHENECARBOXAMIDE
• N-(2,4-DICHLORO-5-ISOPROPOXYPHENYL)-3-(2-FLUORO-4-NITROPHENOXY)-2-THIOPHENECARBOXAMIDE
• 3-(2-FLUORO-4-NITROPHENOXY)-N-[4-(TRIFLUOROMETHYL)PHENYL]-2-THIOPHENECARBOXAMIDE
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