2-Hydroxylaminobenzoic acid

Base Information

• Chemical Name: 2-Hydroxylaminobenzoic acid
• CAS No.: 579-73-7
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• NSC Number: 409266
• DSSTox Substance ID: DTXSID10325216
• Nikkaji Number: J1.228.969C
• Wikidata: Q27109888
• Mol file: 579-73-7.mol

Synonyms:2-Hydroxylaminobenzoic acid;2-(hydroxyamino)benzoic acid;o-Hydroxylaminobenzoate;579-73-7;Benzoic acid, 2-(hydroxyamino)-;N-Hydroxyanthranilic acid;N-hydroxy-anthranilic acid;Anthranilic acid, N-hydroxy-;SCHEMBL222251;1-(2-Nitrosophenyl)methanediol;CHEBI:25618;N-(2-carboxyphenyl)hydroxylamine;DTXSID10325216;MFCD20638252;NSC409266;Hydroxylamine, N-(2-carboxyphenyl)-;AKOS017531881;NSC-409266;J-503056;Q27109888

Chemical Property of 2-Hydroxylaminobenzoic acid

Chemical Property:

• Vapor Pressure: 1.52E-05mmHg at 25°C
• Boiling Point: 351.5°Cat760mmHg
• Flash Point: 166.4°C
• Density: 1.495g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)NO

Technology Process of 2-Hydroxylaminobenzoic acid

There total 9 articles about 2-Hydroxylaminobenzoic 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: 87.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2-hydroxylaminobenzoic acid (579-73-7)

Guidance literature:

With hydrazine hydrate; at 60 ℃; for 1.16667h; chemoselective reaction; Green chemistry;

DOI:10.1039/c3gc41179f

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2-nitrobenzoate (771-70-0) + 2-hydroxylaminobenzoic acid (579-73-7)

Guidance literature:

With tetrabutylammonium perchlorate; In N,N-dimethyl-formamide; at 25 ℃; cathodic reduction;

DOI:10.1039/P29880001173

Reference yield:

→ 2-hydroxylaminobenzoic acid (579-73-7)

Guidance literature:

With ammonium chloride; water; at 10 ℃; Hinzufuegen von Zinkstaub, die Temperatur darf nicht ueber 20grad steigen;

upstream raw materials:

ortho-nitrobenzoic acid

2-hydroxy-2-[2-nitrophenyl]acetonitrile

2-nitroso-benzoic acid

diethyl ether

Downstream raw materials:

2,2'-azoxy-di-benzoic acid

2-amino-5-hydroxybenzoic acid

ortho-nitrobenzoic acid

anthranilic acid

Refernces

• 1、 Sinjagina,Budruev. "Effect of water on product yields of 2-azidobenzoic acid photolysis in aprotic solvents". . p. 162 - 165. Retrieved 2013/08/14.
• 2、 Meenakshisundaram, Subbiah,Selvaraju,Made Gowda,Rangappa, Kanchugarakoppal S.. "Effect of substituents on the rate of oxidation of anilines with peroxomonosulfate monoanion (HOOSO3-) in aqueous acetonitrile: A mechanistic study". . p. 649 - 657. Retrieved 2007/10/03.