2-hydroxy-3-nitrobenzoic acid

• ChemBase ID: 92969
• Molecular Formular: C7H5NO5
• Molecular Mass: 183.1183
• Monoisotopic Mass: 183.01677227
• SMILES: O=C(c1c(c(ccc1)[N+](=O)[O-])O)O
• Canonical SMILES: OC(=O)c1cccc(c1O)[N+](=O)[O-]
• InChI: InChI=1S/C7H5NO5/c9-6-4(7(10)11)2-1-3-5(6)8(12)13/h1-3,9H,(H,10,11)
• InChIKey: WWWFHFGUOIQNJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-nitrobenzoic acid
• IUPAC Traditional name: P-nitrosalicylic acid
• Synonyms: 2-Hydroxy-3-nitrobenzoic acid; 3-Nitrosalicylic acid; 2-hydroxy-3-nitrobenzoic acid; NSC 182; 3-Nitrosalicylic Acid; 3-Nitrosalicylic acid; 2-Hydroxy-3-nitrobenzoic acid 98%; 2-羟基-3-硝基苯甲酸; 3-硝基水杨酸

Database IDs

• CAS Number: 85-38-1
• MDL Number: MFCD00024240
• Beilstein Number: 2213132
• PubChem SID: 162079667; 24886613
• PubChem CID: 6807

CALCULATED PROPERTIES

• Acid pKa: 2.2112179
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.1869572
• LogD (pH = 7.4): -2.1122828
• Log P: 1.9172475
• Molar Refractivity: 41.6156 cm^3
• Polarizability: 15.352566 Å^3
• Polar Surface Area: 100.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142-147 °C; 148°C°C
• Hydrophobicity(logP): 2.261

Safety Information

• Storage Warning: Irritant
• RTECS: VO5300000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (HPLC); 95%; 95+%
• Empirical Formula (Hill Notation): C7H5NO5

DETAILS

Sigma Aldrich - 73815

Packaging
5 g in glass bottle

Toronto Research Chemicals - N520900

A nitrohumic acid which has been shown to bind to Molybdenum to impart fertility to soil and water and is a key element in the activity of nitrogenase.

REFERENCES

• Merce, A.R. et al.: J Braz. Chem. Soc., 17, 482 (2006)
• Silverman, F.P. et al.: J. Agric. Food Chem., 53, 9775 (2006)