5-AMINO-2,4-DIFLUOROPHENOL Chemical Properties

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

pka

8.79±0.23(Predicted)

form 

powder

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

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38-22

Safety Statements 

26-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2922290090

5-AMINO-2,4-DIFLUOROPHENOL Usage And Synthesis

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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