4-Amino-3-nitrobenzoic acid

Base Information

• Chemical Name: 4-Amino-3-nitrobenzoic acid
• CAS No.: 1588-83-6
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 29224999
• European Community (EC) Number: 216-453-4
• NSC Number: 20673
• UNII: 4WN3LT7BG2
• DSSTox Substance ID: DTXSID7061805
• Nikkaji Number: J26.956E
• Wikidata: Q72439972
• ChEMBL ID: CHEMBL1558258
• Mol file: 1588-83-6.mol

Synonyms:4-Amino-3-nitrobenzoic acid;1588-83-6;Benzoic acid, 4-amino-3-nitro-;4-Carboxy-2-nitroaniline;3-Nitro-4-aminobenzoic acid;3-Nitro-4-aminobenozic acid;MFCD00017009;4WN3LT7BG2;EINECS 216-453-4;NSC 20673;NSC-20673;4-Amino-3-nitro-benzoic acid;4-Amino-3-Nitrobenzoicacid;NSC20673;2-nitro-4-carboxyaniline;UNII-4WN3LT7BG2;4-amino3-nitrobenzoic acid;3-Nitro-4-aminobenzoesaure;MLS000773514;SCHEMBL441296;3-nitro-4-amino-benzoic acid;SCHEMBL7601589;CHEMBL1558258;DTXSID7061805;HMS2731F04;4-Amino-3-nitrobenzoic acid, 97%;AC-063;AC8102;STK661382;AKOS001073540;AKOS015965522;AS-8188;CS-W008978;NCGC00246056-01;SMR000364241;SY003386;AM20030069;BB 0256490;FT-0617502;EN300-03925;A20156;W-107990;Z56886382

Chemical Property of 4-Amino-3-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: ochre-yellow crystalline powder
• Vapor Pressure: 9.94E-08mmHg at 25°C
• Melting Point: 280 °C (dec.)(lit.)
• Refractive Index: 1.5880 (estimate)
• Boiling Point: 417.8 °C at 760 mmHg
• PKA: 4.19±0.10(Predicted)
• Flash Point: 206.5 °C
• PSA: 109.14000
• Density: 1.568 g/cm³
• LogP: 1.97960
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

4-Amino-3-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)[N+](=O)[O-])N

Technology Process of 4-Amino-3-nitrobenzoic acid

There total 27 articles about 4-Amino-3-nitrobenzoic 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: 90.0%

3-nitro-4-acetamidobenzoic acid (1539-06-6) → 4-amino-3-nitrobenzoic acid (1588-83-6)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.5h;

DOI:10.3390/molecules22111863

Reference yield: 90.0%

N-(4-cyano-2-nitrophenyl)acetamide (29289-18-7) → 4-amino-3-nitrobenzoic acid (1588-83-6)

Guidance literature:

With 1-butyl-3-methylimidazolium hydrogen sulfate; water; at 60 - 65 ℃; for 2.4h; Green chemistry;

DOI:10.1016/j.tetlet.2014.05.050

Reference yield:

3-nitrobenzoic acid (121-92-6) → 3-nitroanthranilic acid (606-18-8) + 4-amino-3-nitrobenzoic acid (1588-83-6) + 2-amino-5-nitro-benzoic acid (616-79-5)

Guidance literature:

With O-Methylhydroxylamin; potassium tert-butylate; copper diacetate; In 1,2-dimethoxyethane; at 20 ℃;

DOI:10.1039/a901537j

upstream raw materials:

3,4-dinitrobenzoic acid

3-nitro-4-fluorobenzoic acid

4-methoxy-3-nitrobenzoic acid

3-nitro-4-acetamidobenzoic acid

Downstream raw materials:

3-nitro-4-hydroxybenzoic acid

ammonia

methyl 3-amino-4-iodobenzoate

C₁₈H₂₄N₄O₈

Refernces

• 1、 Kumar, Satyanand,Dixit, Sandeep Kumar,Awasthi, Satish Kumar. "An efficient one pot method for synthesis of carboxylic acids from nitriles using recyclable ionic liquid [bmim]HSO4 Dedicated to my mentor Professor (Mrs.) Krishna Misra on her 76th birthday". supporting information. p. 3802 - 3804. Retrieved 2014/07/07.
• 2、 Seko, Shinzo,Miyake, Kunihito,Kavvamura, Norio. "A convenient copper-catalyzed direct animation of nitroarenes with 9-alkylhydroxylamines". . p. 1437 - 1444. Retrieved 2007/10/03.