579-73-7

Basic information

• Product Name: 2-(hydroxyamino)benzoic acid
• CAS NO: 579-73-7
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.1354
• Mol File: 579-73-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 351.5°C at 760 mmHg
• Flash Point: 166.4°C
• Density: 1.495g/cm³
• Vapor Pressure: 1.52E-05mmHg at 25°C
• Refractive Index: 1.702
• CAS DataBase Reference: 2-(hydroxyamino)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(hydroxyamino)benzoic acid(579-73-7)
• EPA Substance Registry System: 2-(hydroxyamino)benzoic acid(579-73-7)

Safety Data

• Hazardous Substances Data: 579-73-7(Hazardous Substances Data)

Usage

Chelating agent

ability to bind to metal ions, particularly iron
As a chelating agent, 2-(hydroxyamino)benzoic acid forms complexes with metal ions, effectively trapping and sequestering them. This property is especially useful for binding iron ions.
5. Ligand in coordination chemistry
In coordination chemistry, 2-(hydroxyamino)benzoic acid acts as a ligand, meaning it can form coordinate covalent bonds with metal ions, playing a crucial role in stabilizing metal complexes.

Industrial applications

sequester and remove metals from industrial processes
Due to its chelating properties, 2-(hydroxyamino)benzoic acid is used in various industries to remove and sequester metal ions, preventing unwanted side reactions and contamination.

Biological activities

antifungal and antitumor properties
2-(hydroxyamino)benzoic acid exhibits biological activities, including the ability to inhibit the growth of fungi and tumor cells, making it a potential candidate for therapeutic applications.

Therapeutic applications

potential treatment for cancer and neurodegenerative disorders
Researchers are exploring the use of 2-(hydroxyamino)benzoic acid in treating various diseases, such as cancer and neurodegenerative disorders, due to its unique chemical properties and biological activities.

Upstream product

• 552-16-9 ortho-nitrobenzoic acid 
• 13312-81-7 2-hydroxy-2-[2-nitrophenyl]acetonitrile 
• 612-27-1 2-nitroso-benzoic acid 
• 60-29-7 diethyl ether 
• 118-92-3 anthranilic acid 

Downstream Products

• 573-79-5 2,2'-azoxy-di-benzoic acid 
• 3342-77-6 N-formylanthranilic acid 
• 118-92-3 anthranilic acid 
• 394-31-0 2-amino-5-hydroxybenzoic acid 
• 174902-44-4 1-benzoylbenzo[c]isoxazol-3(1H)-one 
• 33047-12-0 1-Acetyl-2,1-benzisoxazol-3(1H)-one 
• 90408-11-0 1-Benzyl-2,1-benzoxazol-3(1H)-one 
• 552-16-9 ortho-nitrobenzoic acid 
• 612-27-1 2-nitroso-benzoic acid 

Relevant articles and documents

Solid supported platinum(0) nanoparticles catalyzed chemo-selective reduction of nitroarenes to N-arylhydroxylamines

Solid supported platinum(0) (SS-Pt) nanoparticles were developed as a heterogeneous catalyst following a reduction/deposition method and characterized by SEM, TEM, EDX and XRD analysis. The SS-Pt catalyst was applied in the chemo-selective reduction of nitroarenes to N-arylhydroxylamines using hydrazine hydrate as a hydrogen source. A wide variety of reducible functional groups such as halides, carboxylic acids, esters, amides, nitriles, keto, alkenes, alkynes and N-benzyl were well tolerated under the reaction conditions. This process was further successfully employed in 10 g scale reactions. N-Arylhydroxylamines were further applied for catalyst free synthesis of azoxybenzenes. Moreover, use of PEG-400 as cheap reaction medium, additive free methodology and the recyclability of SS-Pt catalyst up to ten times without significant loss of catalytic activity evidently follow the principles of green chemistry.

Carbon supported Pt colloid as effective catalyst for selective hydrogenation of nitroarenes to arylhydroxylamines

The Pt colloid supported on carbon is an active and selective catalyst for the partial hydrogenation of nitroaromatics with electron-withdrawing substituents to the corresponding N-arylhydroxylamine, indicating an additive-free green catalytic approach fo

Mechanism and reactivity in perborate oxidation of anilines in acetic acid

Perborate but not percarbonate in acetic acid generates peracetic acid on standing and the peracetic acid oxidation of anilines is fast. The oxidation with a fresh solution of perborate in acetic acid is smooth and second order but the specific oxidation rate increases with increasing [perborate]0 or [boric acid]. Perborate on dissolution affords hydrogen peroxide and a borate; the latter assists the former in the oxidation. The oxidation rates of anilines under identical conditions do not conform to any of the linear free energy relationships but the reaction rates of molecular anilines do. Perborate oxidation proceeds via two reaction paths but the overall oxidation rates of molecular anilines conform to structure reactivity relationships; the transition states do not differ significantly. Analysis of the oxidation rates of perborate and percarbonate reveals that while perborate oxidation is faster than percarbonate it is at least as selective as the latter.