2,3-Difluoro-4-nitrophenol

Base Information

• Chemical Name: 2,3-Difluoro-4-nitrophenol
• CAS No.: 123173-60-4
• Molecular Formula: C6H3F2NO3
• Molecular Weight: 175.092
• Hs Code.: 2908999090
• DSSTox Substance ID: DTXSID20561603
• Wikidata: Q72463566
• Mol file: 123173-60-4.mol

Synonyms:2,3-Difluoro-4-nitrophenol;123173-60-4;2,3-Difluoro-4-nitro-phenol;Phenol, 2,3-difluoro-4-nitro-;SCHEMBL1283268;DTXSID20561603;FCCFXVJUDSQIMG-UHFFFAOYSA-N;CS-D1550;MFCD13185572;AKOS016005607;AB92763;AS-18659;EN300-139444;Y10247

Chemical Property of 2,3-Difluoro-4-nitrophenol

Chemical Property:

• Boiling Point: 307.391 °C at 760 mmHg
• Flash Point: 139.705 °C
• PSA: 66.05000
• Density: 1.619 g/cm³
• LogP: 2.10180
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 175.00809928
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

2,3-Difluoro-4-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1[N+](=O)[O-])F)F)O

Technology Process of 2,3-Difluoro-4-nitrophenol

There total 5 articles about 2,3-Difluoro-4-nitrophenol 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: 83.0%

2,3,4-trifluoronitrobenzene (771-69-7) → 2,3-difluoro-4-nitrophenol (123173-60-4) + 2,3-difluoro-6-nitrophenol (82419-26-9)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; for 8h;

DOI:10.1007/s11172-021-3327-8

Reference yield: 29.0%

2,3-difluorophenol (6418-38-8) → 2,3-difluoro-4-nitrophenol (123173-60-4)

Guidance literature:

With nitric acid; In Dichlorofluoromethane; water; at 0 - 20 ℃; for 0.5h;

Reference yield:

3,3,4,4-tetrafluorocyclohexene (2646-83-5) → 2,3-difluoro-4-nitrophenol (123173-60-4) + 2,3-difluoro-6-nitrophenol (82419-26-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iron(III) chloride; chlorine / chloroform / 12 h / Heating

2.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / 7 h / 25 - 90 °C

3.1: sulfuric acid; nitric acid / 3 h / 10 - 20 °C

3.2: 7 h / 130 - 135 °C / Inert atmosphere

4.1: potassium hydroxide / water; dimethyl sulfoxide / 8 h

With iron(III) chloride; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; nitric acid; chlorine; potassium hydroxide; sodium hydroxide; In chloroform; water; dimethyl sulfoxide;

DOI:10.1007/s11172-021-3327-8

upstream raw materials:

2,3-difluorophenol

2,3,4-trifluoronitrobenzene

3,3,4,4-tetrafluorocyclohexene

Downstream raw materials:

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

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

4-amino-2,3-difluoro-phenol

ethyl 2-(2-fluoro-3-isopropoxy-6-nitrophenyl)acetate

Refernces

• 1、 -. "LRRK2 INHIBITORS". Page/Page column 138-139. . Retrieved 2013/02/28.