10680

Anthranilic acid

puriss. p.a., ≥99.5% (T)

• Synonyme(s) : 2-AA, 2-Aminobenzoic acid
• Formule linéaire : 2-(H₂N)C₆H₄CO₂H
• Numéro CAS: 118-92-3
• Poids moléculaire : 137.14
• Numéro Beilstein : 471803
• Numéro CE : 204-287-5
• Numéro MDL: MFCD00007712
• Code UNSPSC : 12352100
• ID de substance PubChem : 57646812
• Nomenclature NACRES : NA.21

Propriétés

• Densité de vapeur: 4.7 (vs air)
• Niveau de qualité: 200
• Qualité: puriss. p.a.
• Pureté: ≥99.5% (T)
• Forme: solid
• Résidus de calcination: ≤0.05% (as SO₄)
• Pf: 144-148 °C (lit.); 145-147 °C
• Traces d'anions: chloride (Cl^-): ≤500 mg/kg; sulfate (SO₄^2-): ≤100 mg/kg
• Traces de cations: Ca: ≤100 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Groupe fonctionnel: carboxylic acid
• Chaîne SMILES: Nc1ccccc1C(O)=O
• InChI: 1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)
• Clé InChI: RWZYAGGXGHYGMB-UHFFFAOYSA-N

Description

Description générale

Anthranilic acid is an ortho-substituted aniline derivative. Anthranilic acid can be obtained from carbozole via microbial transformation using Pseudomonas stutzeri. It is a substrate of enzyme anthranilate hydroxylase found in Aspergillus niger.

Application

Anthranilic acid (AA) may be employed for the following studies:

• Fluorescent labeling of glycans.
• Synthesis of triptycene and derivatives, via diazotization reaction.
• As fluorescent label for the facile labeling of oligosaccharides (acidic and neutral).
• As fluorescent label for carbohydrate analysis.
• Derivatization of oligosaccharides.
• Preparation of poly(aniline-co-o-anthranilic acid) copolymers.

Anthranilic acid has been used in the microwave-assisted preparation of 2-heptyl-3-hydroxy-4(1H)-quinolone, also called as Pseudomonas quinolone signal, which finds applications in quorum sensing mechanism.

Used for non-selective, efficient fluorescent labeling of glycans.

Autres remarques

Sales restrictions may apply

Informations sur la sécurité

• Pictogrammes: GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H318
• Conseils de prudence: P280 - P305 + P351 + P338
• Classification des risques: Eye Dam. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): 302.0 °F - closed cup
• Point d'éclair (°C): 150 °C - closed cup
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves