4-Amino-3,5-dinitrobenzoic acid

Base Information

• Chemical Name: 4-Amino-3,5-dinitrobenzoic acid
• CAS No.: 7221-27-4
• Molecular Formula: C7H5 N3 O6
• Molecular Weight: 227.133
• Hs Code.: 2922499990
• NSC Number: 127017
• UNII: 8RWN8R94IC
• DSSTox Substance ID: DTXSID30992944
• Nikkaji Number: J81.354K
• Wikidata: Q27895689
• Mol file: 7221-27-4.mol

Synonyms:4-amino-3,5-dinitrobenzoic acid;ADBA compound

Chemical Property of 4-Amino-3,5-dinitrobenzoic acid

Chemical Property:

• Vapor Pressure: 2.98E-09mmHg at 25°C
• Melting Point: 269-271 °C
• Boiling Point: 459.9°C at 760 mmHg
• PKA: 3.48±0.10(Predicted)
• Flash Point: 231.9°C
• PSA: 154.96000
• Density: 1.775g/cm³
• LogP: 2.41100
• Storage Temp.: Room temperature.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 227.01783489
• Heavy Atom Count: 16
• Complexity: 297

Purity/Quality:

99%min ^*data from raw suppliers

4-Amino-3,5-dinitrobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Amino-3,5-dinitrobenzoic acid

There total 13 articles about 4-Amino-3,5-dinitrobenzoic acid 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%

4-chloro-3,5-dinitrobenzoic acid (118-97-8) → 4-amino-3,5-dinitrobenzoic acid (7221-27-4)

Guidance literature:

With ammonium hydroxide; In methanol; at 20 ℃; for 19.5h; Reflux;

DOI:10.3390/molecules25204751

Reference yield:

4-amino-3,5-dinitrobenzamide (54321-79-8) → 4-amino-3,5-dinitrobenzoic acid (7221-27-4)

Guidance literature:

With hydrogenchloride; water; Heating / reflux;

Reference yield:

para-chlorobenzoic acid (74-11-3) → 4-amino-3,5-dinitrobenzoic acid (7221-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; potassium nitrate / 2 h / 125 °C / High pressure

2: ammonium hydroxide / methanol / 19.5 h / 20 °C / Reflux

With ammonium hydroxide; sulfuric acid; potassium nitrate; In methanol;

DOI:10.3390/molecules25204751

upstream raw materials:

3,5-dinitro-4-methoxybenzoic acid

4-methyl-2,6-dinitroaniline

4-ethoxy-3,5-dinitro-benzoic acid ethyl ester

4-(4-hydroxy-phenoxy)-3,5-dinitro-benzoic acid

Downstream raw materials:

4-Amino-3,5-dinitro-benzoesaeure-aethylester

4-hydroxy-3,5-dinitrobenzoic acid

3,5-dinitro-4-nitroamino-benzoic acid

ammonia

Refernces

• 1、 Kumar, Kunal,Awasthi, Divya,Lee, Seung-Yub,Cummings, Jason E.,Knudson, Susan E.,Slayden, Richard A.,Ojima, Iwao. "Benzimidazole-based antibacterial agents against Francisella tularensis". . p. 3318 - 3326. Retrieved 2013/07/05.
• 2、 -. "BENZIMIDAZOLES AND PHARMACEUTICAL COMPOSITIONS THEREOF". Page/Page column 18-19. . Retrieved 2008/12/08.