4-Fluoro-5-nitrobenzene-1,2-diamine

Base Information

• Chemical Name: 4-Fluoro-5-nitrobenzene-1,2-diamine
• CAS No.: 113269-06-0
• Molecular Formula: C6H6 F N3 O2
• Molecular Weight: 171.131
• Hs Code.: 2921511990
• DSSTox Substance ID: DTXSID00396354
• Wikidata: Q82197019
• Mol file: 113269-06-0.mol

Synonyms:4-fluoro-5-nitrobenzene-1,2-diamine;113269-06-0;1,2-Benzenediamine, 4-fluoro-5-nitro-;1,2-Benzenediamine,4-fluoro-5-nitro-;SCHEMBL3990674;DTXSID00396354;QZNALIMEKAACKP-UHFFFAOYSA-N;BCP33660;MFCD00828924;AKOS006230768;4-Fluoro-5-nitro-1,2-phenylenediamine;DS-15697;CS-0112094;FT-0642771;F31165;EN300-6733109;A894453;W-204811

Chemical Property of 4-Fluoro-5-nitrobenzene-1,2-diamine

Chemical Property:

• Vapor Pressure: 6.91E-08mmHg at 25°C
• Refractive Index: 1.673
• Boiling Point: 438.4°C at 760 mmHg
• PKA: 1.95±0.10(Predicted)
• Flash Point: 219°C
• PSA: 97.86000
• Density: 1.555g/cm³
• LogP: 2.58390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 171.04440460
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

4-Fluoro-5-nitrobenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Fluoro-5-nitrobenzene-1,2-diamine

There total 4 articles about 4-Fluoro-5-nitrobenzene-1,2-diamine 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: 90.0%

4-fluoro-5-nitro-1,2-di(4-methylbenzenesulfonylamino)benzene (113269-03-7) → 4-fluoro-5-nitrobenzene-1,2-diamine (113269-06-0)

Guidance literature:

With sulfuric acid; at 85 ℃; for 0.5h;

DOI:10.3987/R-1987-09-2433

Reference yield:

2-nitro-4-fluoroaniline (364-78-3) → 4-fluoro-5-nitrobenzene-1,2-diamine (113269-06-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / 50percent aq. phosphinic acid / 10percent Pd/C / methanol / 0.33 h / Heating

2: 95 percent / pyridine / 18 h / 85 °C

3: 70 percent / fuming HNO₃, CH₃COOH / 0.67 h

4: 90 percent / aq. H₂SO₄ / 0.5 h / 85 °C

With pyridine; sulfuric acid; nitric acid; hypophosphorous acid; acetic acid; palladium on activated charcoal; In methanol;

DOI:10.3987/R-1987-09-2433

Reference yield:

4-fluoro-1,2-phenylenediamine (367-31-7) → 4-fluoro-5-nitrobenzene-1,2-diamine (113269-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / pyridine / 18 h / 85 °C

2: 70 percent / fuming HNO₃, CH₃COOH / 0.67 h

3: 90 percent / aq. H₂SO₄ / 0.5 h / 85 °C

With pyridine; sulfuric acid; nitric acid; acetic acid;

DOI:10.3987/R-1987-09-2433

upstream raw materials:

4-fluoro-5-nitro-1,2-di(4-methylbenzenesulfonylamino)benzene

4-fluoro-1,2-phenylenediamine

2-nitro-4-fluoroaniline

N,N'-(4-fluoro-1,2-phenylene)bis(4-methylbenzenesulfonamide)

Downstream raw materials:

N-(2-amino-4-fluoro-5-nitro-phenyl)-4-toluenesulfonamide

N-[4-fluoro-5-nitro-2-(4-toluoylamino)-phenyl]-4-toluamide

6-fluoro-7-nitroquinoxaline

Refernces

• 1、 Nasielski-Hinkens, Raymonde,Leveque, Pierre,Castelet, Daniel,Nasielski, Jacques. "THE FOUR 6-HALO-7-NITROQUINOXALINES". . p. 2433 - 2442. Retrieved 2007/10/02.