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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: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;4-Amino-2,3-difluoro-phenol
CAS:163733-99-1
MF:C6H5F2NO
MW:145.11
EINECS:
Product Categories:HALIDE;Aromatic Phenols;pharmacetical;Phenol&Thiophenol&Mercaptan
Mol File:163733-99-1.mol
4-Amino-2,3-difluoro-phenol Structure
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
pka7.99±0.23(Predicted)
color Black
Safety Information
Hazard Codes Xi
RIDADR UN2928
Hazard Note Irritant
HazardClass 6.1, 8
HS Code 2908990000
MSDS Information
4-Amino-2,3-difluoro-phenol Usage And Synthesis
Chemical Propertiesbrown toblack powde
Uses4-Amino-2,3-difluorophenol is one of the 4-aminophenol metabolites used to study dehalogenation.
Synthesis
1-(Benzyloxy)-2,3-Difluoro-4-Nitrobenzene

868735-81-3

4-AMINO-2,3-DIFLUORO-PHENOL

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
4-Amino-2,3-difluoro-phenol Preparation Products And Raw materials
Raw materials1-(Benzyloxy)-2,3-Difluoro-4-Nitrobenzene-->Methanol-->Hydrogen
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