5-azido-2-nitrobenzoic acid

• ChemBase ID: 153098
• Molecular Formular: C7H4N4O4
• Molecular Mass: 208.13106
• Monoisotopic Mass: 208.02325463
• SMILES: c1cc(c(cc1N=[N+]=[N-])C(=O)O)[N+](=O)[O-]
• Canonical SMILES: [N-]=[N+]=Nc1ccc(c(c1)C(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C7H4N4O4/c8-10-9-4-1-2-6(11(14)15)5(3-4)7(12)13/h1-3H,(H,12,13)
• InChIKey: XVNIQNMKRQNEKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-azido-2-nitrobenzoic acid
• IUPAC Traditional name: 5-azido-2-nitrobenzoic acid
• Synonyms: 2-Nitro-5-azidobenzoic acid; 5-Azido-2-nitrobenzoic acid

Database IDs

• CAS Number: 60117-34-2
• MDL Number: MFCD00043015
• Beilstein Number: 1884110
• PubChem SID: 24847219; 162247238
• PubChem CID: 5121953

CALCULATED PROPERTIES

• Acid pKa: 2.103251
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.2800654
• LogD (pH = 7.4): -1.644974
• Log P: 1.9911824
• Molar Refractivity: 50.9265 cm^3
• Polarizability: 17.042774 Å^3
• Polar Surface Area: 112.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 163-165 °C

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 5-11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H228
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C7H4N4O4

DETAILS

Sigma Aldrich - 11548

Other Notes
Reagent for introducing a photoaffinity label in peptides and proteins1,2,3.