5-amino-2-nitrobenzoic acid

• ChemBase ID: 75033
• Molecular Formular: C7H6N2O4
• Molecular Mass: 182.13354
• Monoisotopic Mass: 182.03275668
• SMILES: Nc1ccc(c(c1)C(=O)O)[N+](=O)[O-]
• Canonical SMILES: Nc1ccc(c(c1)C(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C7H6N2O4/c8-4-1-2-6(9(12)13)5(3-4)7(10)11/h1-3H,8H2,(H,10,11)
• InChIKey: KZZWQCKYLNIOBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2-nitrobenzoic acid
• IUPAC Traditional name: 5-amino-2-nitrobenzoic acid
• Synonyms: 3-Carboxy-4-nitroaniline; 5-Amino-2-nitrobenzoic acid; 2-Nitro-5-aminobenzoic acid; NSC 74455; 5-Amino-2-nitrobenzoic acid; 5-氨基-2-硝基苯甲酸

Database IDs

• CAS Number: 13280-60-9
• EC Number: 236-283-4
• MDL Number: MFCD00035748
• Beilstein Number: 2107512
• PubChem SID: 24880191; 162039951
• PubChem CID: 83298

CALCULATED PROPERTIES

• Acid pKa: 2.3679106
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.2706008
• LogD (pH = 7.4): -2.775237
• Log P: 0.5330144
• Molar Refractivity: 44.3351 cm^3
• Polarizability: 15.83165 Å^3
• Polar Surface Area: 106.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow Powder
• Melting Point: 236-238 °C(lit.); 236-238°C; 240°C; ca 240°C dec.

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%
• Linear Formula: H2NC6H3(NO2)CO2H

DETAILS

Sigma Aldrich - 564613

Packaging
5 g in glass bottle
Application
Reactant for:
• Two-component dendritic chain reactions1
• Enzymic activation of hydrophobic self-immolative dendrimers2
• Preparation of insulin receptor tyrosine kinase activator3
• Preparation of polymer-bound diazonium salts using Merrifield resin-bound piperazine4