2-Amino-4,6-dinitrobenzoic acid

Base Information

• Chemical Name: 2-Amino-4,6-dinitrobenzoic acid
• CAS No.: 140380-55-8
• Molecular Formula: C7H5N3O6
• Molecular Weight: 227.133
• Hs Code.: 2922499990
• UNII: 82I9VTX41R
• DSSTox Substance ID: DTXSID40930776
• Nikkaji Number: J1.062.831H
• Wikidata: Q27893845
• Mol file: 140380-55-8.mol

Synonyms:2-A-4,6-DBA;2-amino-4,6-dinitrobenzoic acid

Chemical Property of 2-Amino-4,6-dinitrobenzoic acid

Chemical Property:

• Vapor Pressure: 1.4E-10mmHg at 25°C
• Melting Point: 264-265℃
• Refractive Index: 1.719
• Boiling Point: 494.1 °C at 760 mmHg
• Flash Point: 252.6 °C
• PSA: 154.96000
• Density: 1.775 g/cm³
• LogP: 2.41100
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 227.01783489
• Heavy Atom Count: 16
• Complexity: 321

Purity/Quality:

98%Min ^*data from raw suppliers

2-AMINO-4,6-DINITROBENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1N)C(=O)O)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2-Amino-4,6-dinitrobenzoic acid

There total 4 articles about 2-Amino-4,6-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: 63.0%

2,4,6-trinitrobenzoic acid (129-66-8) → 2-amino-4,6-dinitrobenzoic acid (140380-55-8)

Guidance literature:

With hydrazine hydrate; iron(III) chloride; In ethanol; water; acetic acid; at 42 - 47 ℃; for 4h;

DOI:10.1134/S1070428002120254

Reference yield:

2,4,6-Trinitrotoluene (118-96-7) → 1,3,5-trinitrobenzene (99-35-4) + 2,6-dinitrotoluene (606-20-2) + 4,6-dinitrobenzo[c]isoxazole (29245-51-0) + 2-amino-4,6-dinitrobenzoic acid (140380-55-8) + 3, 5-dinitroaniline (618-87-1) + 2-Amino-4,6-dinitro-benzaldehyde

Guidance literature:

In benzene; at 340 ℃; Product distribution; Kinetics; Rate constant; in sealed tube; other solvent (neat); other temp.;

DOI:10.1021/j100023a043

Reference yield:

2,4,6-Trinitrotoluene (118-96-7) → 2-amino-4,6-dinitrotoluene (35572-78-2) + 4-Amino-2,6-dinitrotoluene (19406-51-0,153919-64-3) + 2-amino-4,6-dinitrobenzoic acid (140380-55-8) + 2,4-dinitro-6-hydroxybenzyl alcohol

Guidance literature:

With Myriophyllum aquaticum; In water; at 20 ℃; for 288h; pH=8; Further Variations:; pH-values; Product distribution; Enzymatic reaction;

DOI:10.1021/es990436i

upstream raw materials:

2,4,6-trinitrobenzoic acid

2,4,6-Trinitrotoluene

Downstream raw materials:

2-methyl-5,7-dinitro-4H-benzo[d][1,3]oxazine-4-one

2-acetylamino-4,6-dinitrobenzoic acid

Refernces

• 1、 Kislyi, Konstantine A.,Samet, Alexander V.,Strelenko, Yuri A.,Semenov, Victor V.. "Synthetic utilization of polynitroaromatic compounds. 6. Remarkable regioselectivity in nucleophilic displacement of aromatic nitro groups with amines". . p. 2285 - 2291. Retrieved 2008/09/18.
• 2、 Schmidt, Torsten C.,Steinbach, Klaus,Buetehorn, Ulf,Heck, Kerstin,Volkwein, Ute,Stork, Gottfried. "Synthesis of reference substances for highly polar metabolites of nitroaromatic compounds". . p. 3119 - 3130. Retrieved 2007/10/03.