Nitranilic acid

Base Information

• Chemical Name: Nitranilic acid
• CAS No.: 479-22-1
• Molecular Formula: C6H2 N2 O8
• Molecular Weight: 230.09
• European Community (EC) Number: 678-396-5
• NSC Number: 35341
• UNII: 531125621Q
• DSSTox Substance ID: DTXSID20402880
• Nikkaji Number: J10.634H
• Wikidata: Q27261038
• ChEMBL ID: CHEMBL1711072
• Mol file: 479-22-1.mol

Synonyms:2,5-dihydroxy-3,6-dinitro-2,5-cyclohexadiene-1,4-dione;nitranilic acid

Chemical Property of Nitranilic acid

Chemical Property:

• Vapor Pressure: 2.27E-06mmHg at 25°C
• Melting Point: 170°C (rough estimate)
• Refractive Index: 1.4738 (estimate)
• Boiling Point: 352.3°C at 760 mmHg
• PKA: -0.14±0.50(Predicted)
• Flash Point: 159.2°C
• PSA: 166.24000
• Density: 2.1g/cm³
• LogP: 0.27720
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 229.98111503
• Heavy Atom Count: 16
• Complexity: 442

Purity/Quality:

99% ^*data from raw suppliers

2,5-DIHYDROXY-3,6-DINITRO-1,4-BENZOQUINONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Nitranilic acid

There total 11 articles about Nitranilic 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:

benzene-1,4-diyl diacetate (1205-91-0) → nitranilic acid (479-22-1)

Guidance literature:

With sulfuric acid; nitric acid;

Reference yield:

p-benzoquinone (106-51-4) → nitranilic acid (479-22-1)

Guidance literature:

With bismuth(III) nitrate;

Reference yield:

2,5-dihydroxy-1,4-benzenedicarboxylic acid (610-92-4) → nitranilic acid (479-22-1)

Guidance literature:

With nitric acid;

upstream raw materials:

benzene-1,4-diyl diacetate

2,6-dinitrohydroquinone

2,5-dimethoxyquinone

1,2,4-triacetoxybenzene

Downstream raw materials:

3,6-diamino-benzene-1,2,4,5-tetraol

hydrogen cyanide

oxalic acid

Refernces

Reactions of Aromatic Nitro-compounds in Alkaline Media. Part VIII. Behaviour of Picramide and NN-Dimethylpicramide in Aqueous Sodium Hydroxide

10.1039/jr9640001727

The study investigates the reactions of aromatic nitro-compounds, specifically picramide (PicNH?) and its NN-dimethyl derivative (PicNMe?), in aqueous sodium hydroxide solutions. Picramide and dimethylpicramide both react with hydroxide ions to form soluble complexes. Picramide forms a 1:1 complex with hydroxide ions, while dimethylpicramide forms a 1:2 complex. The equilibrium constants for these reactions were measured. The study also examines the kinetics of the reactions, including the slow, irreversible hydrolysis that leads to the formation of picrate ions. In the presence of visible light, additional reactions occur, resulting in the formation of nitrite ions and a mixture of 3,5-dinitrocatechol and 2,6-dinitroquinone. The rates of these reactions were measured as a function of hydroxide ion concentration. The study aims to understand the behavior of these compounds in alkaline media and the nature of the complexes formed.

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