4-hydroxy-3-nitrobenzoic acid

• ChemBase ID: 10726
• Molecular Formular: C7H5NO5
• Molecular Mass: 183.1183
• Monoisotopic Mass: 183.01677227
• SMILES: c1cc(C(=O)O)cc(c1O)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc(ccc1O)C(=O)O
• InChI: InChI=1S/C7H5NO5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H,(H,10,11)
• InChIKey: QRYSWXFQLFLJTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-nitrobenzoic acid
• IUPAC Traditional name: 4-hydroxy-3-nitrobenzoic acid
• Synonyms: 4-Hydroxy-3-nitrobenzoic acid; NHB; 4-Hydroxy-3-nitrobenzoic acid; 4-羟基-3-硝基苯甲酸

Database IDs

• CAS Number: 616-82-0
• EC Number: 210-494-1
• MDL Number: MFCD00007119
• Beilstein Number: 2213134
• PubChem SID: 160974033; 24853695
• PubChem CID: 12033

CALCULATED PROPERTIES

• Acid pKa: 3.8214228
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.43109056
• LogD (pH = 7.4): -2.5645297
• Log P: 1.2672476
• Molar Refractivity: 41.6156 cm^3
• Polarizability: 15.35013 Å^3
• Polar Surface Area: 100.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-184°C; 182-184°C; 183-186 °C(lit.); 184 - 185°C
• Hydrophobicity(logP): 1.779

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: true; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ~98%; 95%; 97%; 98%
• Linear Formula: HOC6H3(NO2)CO2H

DETAILS

MP Biomedicals - 02151301

Crystalline
Free Acid
Purity: ~98%
Standard in chymotrypsin assay using 2-nitro-4-carboxyphenyl-N,N-diphenylcarbamate.

MP Biomedicals - 05208584

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 228575

Packaging
25, 100 g in poly bottle

REFERENCES

• Erlanger, B.F. and Edel, F., Biochemistry, 3: 346, (1964).