6968-22-5

Basic information

• Product Name: 3-Amino-4-nitrobenzoic acid
• Synonyms: 3-AMINO-4-NITROBENZOIC ACID;4-NITRO-3-AMINOBENZOIC ACID;3-Amino-4-Nitrobenzoic;2-AMino-4-carboxynitrobenzene
• CAS NO: 6968-22-5
• Molecular Formula: C₇H₆N₂O₄
• Molecular Weight: 182.13
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 6968-22-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 449.9 °C at 760 mmHg
• Flash Point: 225.9 °C
• Appearance: /
• Density: 1.568 g/cm³
• Vapor Pressure: 7E-09mmHg at 25°C
• Refractive Index: 1.681
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-Amino-4-nitrobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-4-nitrobenzoic acid(6968-22-5)
• EPA Substance Registry System: 3-Amino-4-nitrobenzoic acid(6968-22-5)

Safety Data

• Hazardous Substances Data: 6968-22-5(Hazardous Substances Data)

Usage

General Description

3-Amino-4-nitrobenzoic acid, also known as 4-Nitro-3-aminobenzoic acid, is a chemical compound with the formula C7H6N2O4. It is a yellow crystalline solid that is commonly used in the synthesis of various pharmaceuticals and dyes. 3-Amino-4-nitrobenzoic acid is a derivative of benzoic acid and contains both an amino group and a nitro group, which makes it a useful building block for the production of a wide range of organic compounds. 3-Amino-4-nitrobenzoic acid is also known for its ability to act as a chelating agent, which allows it to form stable complexes with metal ions. Its versatile properties and applications make it an important and widely used chemical in the field of organic synthesis and pharmaceutical development.

InChI:InChI=1/C7H6N2O4/c8-5-3-4(7(10)11)1-2-6(5)9(12)13/h1-3H,8H2,(H,10,11)

Upstream product

• 62-23-7 4-nitro-benzoic acid 
• 619-05-6 3,4-diaminobenzoic acid 
• 100949-13-1 4-nitro-3-(N'-nitro-ureido)-benzoic acid 
• 342044-63-7 ethyl 3-ethoxy-4-nitrobenzoate 
• 54002-27-6 3-acetylamino-4-nitro-benzoic acid 
• 7418-36-2 N-(5-methyl-2-nitrophenyl)acetamide 
• 99512-09-1 3-amino-4-nitrobenzoic acid methyl ester 
• 587-48-4 3-acetylaminobenzoic acid 
• 7732-18-5 water 

Downstream Products

• 84228-43-3 2-nitro-5-ethoxycarbonylaniline 
• 619-05-6 3,4-diaminobenzoic acid 
• 619-14-7 3-hydroxy-4-nitro-benzoic acid 
• 7664-41-7 ammonia 
• 62-23-7 4-nitro-benzoic acid 
• 37637-55-1 3-amino-4-nitrobenzyl alcohol 
• 240492-96-0 2-ethoxy-1-[(4'-methoxycarbonylphenyl)-methyl]-1H-benzimidazole-6-carboxylic acid-di-n-propylamide 

Relevant articles and documents

Evaluation of the Synthetic Potential of an AHBA Knockout Mutant of the Rifamycin Producer Amycolatopsis mediterranei

Supplementing an AHBA(-) mutant strain of Amycolatopsis mediterranei, the rifamycin producer, with a series of benzoic acid derivatives yielded new tetraketides containing different phenyl groups. These mutasynthetic studies revealed unique reductive properties of A. mediterranei towards nitro- and azidoarenes, leading to the corresponding anilines. In selected cases, the yields of mutaproducts (fermentation products isolated after feeding bacteria with chemically prepared analogs of natural building blocks) obtained are in a range (up to 118 mg L-1) that renders them useful as chiral building blocks for further synthetic endeavors. The configuration of the stereogenic centers at C6 and C7 was determined to be 6R,7S for one representative tetraketide. Importantly, processing beyond the tetraketide stage is not always blocked when the formation of the bicyclic naphthalene precursor cannot occur. This was proven by formation of a bromo undecaketide, an observation that has implications regarding the evolutionary development of rifamycin biosynthesis.

A convenient copper-catalyzed direct animation of nitroarenes with 9-alkylhydroxylamines

O-Alkylhydroxylamines, particularly O-methylhydroxylamine, aminate nitroarenes in the presence of a strong base and a copper catalyst to give aminonitroarenes in good yields, ortho- or para-Animation with respect to the nitro group takes place, and in some cases the ortho-aminated product is preferentially obtained. With 3-substituted nitrobenzenes where the substituent has a lone pair of electrons, preferential amination occurs at the 2-position to give the sterically most congested 3c-f, 14 and 22g.