38160-63-3

Basic information

• Product Name: Benzoic acid, 2-amino-4-hydroxy-
• Synonyms: Benzoic acid, 2-amino-4-hydroxy-;4-Hydroxyanthanilic acid;4-Hydroxy-anthranilsaeure
• CAS NO: 38160-63-3
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.14
• Mol File: 38160-63-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 158 °C (decomp)
• Boiling Point: 397.3°C at 760 mmHg
• Flash Point: 194.1°C
• Appearance: /
• Density: 1.491g/cm³
• Vapor Pressure: 5.03E-07mmHg at 25°C
• Refractive Index: 1.691
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.31±0.10(Predicted)
• CAS DataBase Reference: Benzoic acid, 2-amino-4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-amino-4-hydroxy-(38160-63-3)
• EPA Substance Registry System: Benzoic acid, 2-amino-4-hydroxy-(38160-63-3)

Safety Data

• Hazardous Substances Data: 38160-63-3(Hazardous Substances Data)

Usage

General Description

2-Amino-4-hydroxybenzoic acid, also known as anthranilic acid, is an aromatic compound with the chemical formula C7H7NO2. It is derived from benzoic acid and is commonly used in the production of azo dyes, as well as in the synthesis of pharmaceuticals and fragrances. 2-Amino-4-hydroxybenzoic acid is also a precursor to the amino acid tryptophan and is often used in the manufacturing of various food additives and flavors. Additionally, this compound exhibits antioxidant and anti-inflammatory properties, making it a potentially valuable ingredient in the formulation of skincare and cosmetic products.

InChI:InChI=1/C7H7NO3/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3,9H,8H2,(H,10,11)

Upstream product

• 74230-08-3 4-hydroxy-2-nitrobenzoic acid 
• 124-38-9 carbon dioxide 
• 610-36-6 4-amino-2-nitrobenzoic acid 
• 610-30-0 2,4-dinitrobenzoic acid 

Downstream Products

• 15540-79-1 4-amino-6-hydroxyisophthalic acid 
• 85915-70-4 acide hydroxy-4 N-benzoyl anthranilique 
• 117979-55-2 2-phenyl-7-benzoyloxy-4H-3,1-benzoxazin-4-one 
• 117979-57-4 2-(2-acetyloxyphenyl)-7-(2-acetyloxybenzoyloxy)-4H-3,1-benzoxazin-4-one 
• 108605-70-5 (E)-5-hydroxy-2-[[3-(4-hydroxyphenyl)-1-oxo-2-propenyl]amino]benzoic acid 
• 85915-62-4 dianthalexin 
• 115610-40-7 2-(2-hydroxybenzoyl)amino-4-hydroxybenzoic acid 
• 79055-15-5 Acetic acid 2-[(E)-2-(4-acetoxy-phenyl)-vinyl]-4-oxo-4H-benzo[d][1,3]oxazin-7-yl ester 
• 1236056-47-5 C₁₄H₁₀N₂O₂ 
• 38196-08-6 4-hydroxy-3-amino-phenylacetic acid 
• 39134-10-6 2-(2-amino-4-hydroxyphenyl)benzothiazole 

Relevant articles and documents

Regioselective Carboxylation of Phenols with Carbon Dioxide

A few novel methods were developed for the regioselective preparation of p-hydroxybenzoic acid (pHBA) and its amino derivative by means of the Kolbe-Schmitt reaction. Thus, the carboxylation of tetraalkylammonium phenoxide at 125°C under the CO2 pressure of 5.0 MPa in the presence of K2CO3 gave pHBA in a maximum yield of 56% with the regioselectivity of 97-100%. The carboxylation of potassium phenoxide (PhOK) at 230°C under the CO2 pressure of 0.5 MPa also gave pHBA regioselectively in a 39% yield, together with unaltered phenol (61%) Under such conditions, the potassium salt of salicylic acid (SA) once formed was transformed into pHBA. Heat treatment of the dipotassium salt of 13C labeled SA indicated that the transformation occurs via two pathways, i.e., the intramolecular rearrangement of the salicylate (66%) and the decarboxylation of the salicylate followed by the recarboxylation of the resulting PhOK (34%). Furthermore, the carboxylation of cesium m-aminophenoxide and 5-amino-1-naphthoxide with CO2 gave regioselectively 4-hydroxyanthranilic and 8-amino-4-hydroxy-1-naphthoic acids, respectively, in good yields. This is a simple one-pot reaction giving these industrially useful acids with good yields.

A stress compound in oats induced by victorin, a host-specific toxin from Helminthosporium victoriae

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