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4-AMINO-2,3-DIFLUORO-PHENOL

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4-AMINO-2,3-DIFLUORO-PHENOL Basic information

Product Name:
4-AMINO-2,3-DIFLUORO-PHENOL
Synonyms:
  • 4-AMINO-2,3-DIFLUORO-PHENOL
  • 2,3-DIFLUORO-4-HYDROXYANILINE
  • Phenol, 4-amino-2,3-difluoro- (9CI)
  • Phenol, 4-amino-2,3-difluoro-
  • 4-Amino-2,3-difluorophenol,98%
  • 4-AMINO-2,3-DIFLUORO-PHENOL ISO 9001:2015 REACH
CAS:
163733-99-1
MF:
C6H5F2NO
MW:
145.11
Product Categories:
  • HALIDE
  • Aromatic Phenols
  • pharmacetical
  • Phenol&Thiophenol&Mercaptan
Mol File:
163733-99-1.mol
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4-AMINO-2,3-DIFLUORO-PHENOL Chemical Properties

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
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Safety Information

Hazard Codes 
Xi
RIDADR 
UN2928
Hazard Note 
Irritant
HazardClass 
6.1, 8
HS Code 
2908990000
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4-AMINO-2,3-DIFLUORO-PHENOL Usage And Synthesis

Chemical Properties

brown toblack powde

Uses

4-Amino-2,3-difluorophenol is one of the 4-aminophenol metabolites used to study dehalogenation.

Synthesis

868735-81-3

163733-99-1

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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