4-Amino-2,3-difluorophenol

Base Information

• Chemical Name: 4-Amino-2,3-difluorophenol
• CAS No.: 163733-99-1
• Molecular Formula: C6H5F2NO
• Molecular Weight: 145.109
• Hs Code.: 2922299090
• European Community (EC) Number: 642-596-0
• DSSTox Substance ID: DTXSID90381118
• Wikidata: Q72435890
• Mol file: 163733-99-1.mol

Synonyms:4-amino-2,3-difluorophenol;163733-99-1;4-Amino-2,3-difluoro-phenol;Phenol, 4-amino-2,3-difluoro-;MFCD03094494;4-amino-2,3difluoro-phenol;SCHEMBL572491;4-hydroxy-2,3-difluoroaniline;DTXSID90381118;LYFMJLYBTMEYDV-UHFFFAOYSA-N;BBL102580;STL556383;AKOS005257872;AM85618;CS-W016370;AC-25958;AS-40762;A3637;FT-0656404;EN300-248176;J-010083;J-514315

Chemical Property of 4-Amino-2,3-difluorophenol

Chemical Property:

• Appearance/Colour: brown toblack powder
• Vapor Pressure: 0.0101mmHg at 25°C
• Melting Point: ca 153℃
• Refractive Index: 1.57
• Boiling Point: 255.49 °C at 760 mmHg
• PKA: 7.99±0.23(Predicted)
• Flash Point: 108.317 °C
• PSA: 46.25000
• Density: 1.472 g/cm³
• LogP: 1.83380
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 145.03392011
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

4-Amino-2,3-difluorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1N)F)F)O
• Uses: 4-Amino-2,3-difluorophenol is one of the 4-aminophenol metabolites used to study dehalogenation.

Technology Process of 4-Amino-2,3-difluorophenol

There total 7 articles about 4-Amino-2,3-difluorophenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-(benzyloxy)-2.3-difluoro-4-nitrobenzene (868735-81-3) → 4-amino-2,3-difluoro-phenol (163733-99-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 32 ℃; for 6h;

DOI:10.1021/acs.jmedchem.0c02093

Reference yield: 74.0%

2,3-difluoro-4-(phenyldiazenyl)phenol (847872-04-2) → 4-amino-2,3-difluoro-phenol (163733-99-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 18h; under 750.075 Torr;

Reference yield:

2-benzyloxy-3,4-difluoro-1-nitrobenzene (441713-58-2) + 1-(benzyloxy)-2.3-difluoro-4-nitrobenzene (868735-81-3) → 2-hydroxy 3,4-difluoro aniline (115551-33-2) + 4-amino-2,3-difluoro-phenol (163733-99-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; ethyl acetate; for 12h;

upstream raw materials:

1-(benzyloxy)-2.3-difluoro-4-nitrobenzene

2,3-difluoro-4-(phenyldiazenyl)phenol

2-benzyloxy-3,4-difluoro-1-nitrobenzene

2,3,4-trifluoronitrobenzene

Downstream raw materials:

4-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2,3-difluorophenoxy)picolinamide

N-(4-{[2-(aminocarbonyl)pyridin-4-yl]oxy}-2,3-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxyamide

N-{4-[(2-Aminopyridin-4-yl)oxy]-2,3-difluorophenyl}-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Refernces

• 1、 -. "SUBSTITUTED PYRAZOLONE COMPOUNDS AND METHODS OF USE". Paragraph 0303-0305. . Retrieved 2015/02/19.
• 2、 -. "METHODS AND COMPOSITIONS FOR THE TREATMENT OF MYELOPROLIFERATIVE DISEASES AND OTHER PROLIFERATIVE DISEASES". Paragraph 00279. . Retrieved 2013/03/26.