140380-55-8

Basic information

• Product Name: 2-AMINO-4,6-DINITROBENZOIC ACID
• Synonyms: AKOS BB-9533;2-AMINO-4,6-DINITROBENZOIC ACID
• CAS NO: 140380-55-8
• Molecular Formula: C₇H₅N₃O₆
• Molecular Weight: 227.13
• Product Categories: API intermediates
• Mol File: 140380-55-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 264-265℃
• Boiling Point: 494℃
• Flash Point: 253℃
• Appearance: /
• Density: 1.775
• Vapor Pressure: 1.4E-10mmHg at 25°C
• Refractive Index: 1.719
• CAS DataBase Reference: 2-AMINO-4,6-DINITROBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4,6-DINITROBENZOIC ACID(140380-55-8)
• EPA Substance Registry System: 2-AMINO-4,6-DINITROBENZOIC ACID(140380-55-8)

Safety Data

• Hazardous Substances Data: 140380-55-8(Hazardous Substances Data)

Usage

General Description

2-AMINO-4,6-DINITROBENZOIC ACID is a yellow, crystalline organic compound with the chemical formula C7H5N3O6. It is used primarily as an intermediate in the synthesis of pharmaceuticals and dyes. This chemical has a variety of industrial applications, including its use as a colorimetric reagent for the determination of various metal ions, as well as a precursor for the production of advanced materials and specialty chemicals. 2-AMINO-4,6-DINITROBENZOIC ACID is known for its high reactivity and has the potential for both beneficial and harmful effects on human health and the environment. Therefore, it should be handled and used with care and in accordance with appropriate safety protocols and regulations.

InChI:InChI=1/C7H5N3O6/c8-4-1-3(9(13)14)2-5(10(15)16)6(4)7(11)12/h1-2H,8H2,(H,11,12)

Upstream product

• 118-96-7 2,4,6-Trinitrotoluene 
• 129-66-8 2,4,6-trinitrobenzoic acid 

Downstream Products

• 914642-03-8 2-methyl-5,7-dinitro-4H-benzo[d][1,3]oxazine-4-one 
• 937690-01-2 2-acetylamino-4,6-dinitrobenzoic acid 

Relevant articles and documents

Characterization of oxidation products of TNT metabolism in aquatic phytoremediation systems of Myriophyllum aquaticum

TNT transformation processes in sediment-free, 'natural', aquatic phytoremediation systems of Myriophyllum aquaticum were investigated with specific interest in oxidation products. Extraction procedures combining liquid-liquid extractions and solid-phase extractions were developed for the isolation of the mostly acidic, oxidized TNT metabolites. Six compounds unique from the reduction products of TNT were isolated and characterized by UV-vis, 1H, and 13C NMR spectroscopy, by mass spectroscopy, and by chemical synthesis where feasible. These compounds include 2-amino-4,6- dinitrobenzoic acid, 2,4-dinitro-6-hydroxy-benzyl alcohol, 2-N-acetoxyamino- 4,6-dinitrobenzaldehyde, 2,4-dinitro-6-hydroxytoluene, and two binuclear metabolites unique from the customary azoxytetranitrotoluenes. The monoaryl compounds show clear evidence of oxidative transformations, methyl oxidation and/or aromatic hydroxylation. It is possible that oxidative transformation(s) preceded nitro reduction since studies on exposure of M. aquaticum to either 2-amino-4,6-dinitrotoluene or 4-amino-2,6-dinitrotoluene did not yield any of the oxidation products identified here. The accumulation of oxidation products was significant: 2-amino-4,6-dinitrobenzoic acid, 4.4%; 2,4-dinitro-6-hydroxy-benzyl alcohol, 8.1%; 2-N-acetoxyamino-4,6- dinitrobenzaldehyde, 7.8%; and, 2,4-dinitro-6-hydroxytoluene, 15.6%. The binuclear metabolites accounted for an estimated 5.6%. This study is the first direct evidence for oxidative transformations in aquatic phytoremediation systems. TNT transformation processes in sediment-free, `natural', aquatic phytoremediation systems of Myriophyllum aquaticum were investigated with specific interest in oxidation products. Extraction procedures combining liquid-liquid extractions and solid-phase extractions were developed for the isolation of the mostly acidic, oxidized TNT metabolites. Six compounds unique from the reduction products of TNT were isolated and characterized by UV-vis, 1H, and 13C NMR spectroscopy, by mass spectroscopy, and by chemical synthesis where feasible. These compounds include 2-amino-4,6-dinitrobenzoic acid, 2,4-dinitro-6-hydroxy-benzyl alcohol, 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, 2,4-dinitro-6-hydroxytoluene, and two binuclear metabolites unique from the customary azoxytetranitrotoluenes. The monoaryl compounds show clear evidence of oxidative transformations, methyl oxidation and/or aromatic hydroxylation. It is possible that oxidative transformation(s) preceded nitro reduction since studies on exposure of M. aquaticum to either 2-amino-4,6-dinitrotoluene or 4-amino-2,6-dinitrotoluene did not yield any of the oxidation products identified here. The accumulation of oxidation products was significant: 2-amino-4,6-dinitrobenzoic acid, 4.4%; 2,4-dinitro-6-hydroxy-benzyl alcohol, 8.1%; 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, 7.8%; and, 2,4-dinitro-6-hydroxytoluene, 15.6%. The binuclear metabolites accounted for an estimated 5.6%. This study is the first direct evidence for oxidative transformations in aquatic phytoremediation systems.

4,6-Dinitroanthranilic acid and benzo-fused six-membered heterocycles on its basis

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Thermal Stability Studies on a Homologous Series of Nitroarenes

The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase.In general, increasing the number of nitro groups decreased thermal stability.Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond.In solution, the effect of increasing substitution from n = 1 to n = 3 on Xn(NO2)3C6H3-n was uniformly that of decreasing the thermal stability of the species.However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.