3-hydroxypyridine-4-carboxylic acid

• ChemBase ID: 41363
• Molecular Formular: C6H5NO3
• Molecular Mass: 139.1088
• Monoisotopic Mass: 139.02694303
• SMILES: c1(C(=O)O)c(O)cncc1
• Canonical SMILES: OC(=O)c1ccncc1O
• InChI: InChI=1S/C6H5NO3/c8-5-3-7-2-1-4(5)6(9)10/h1-3,8H,(H,9,10)
• InChIKey: JEHGATQUCUYHJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxypyridine-4-carboxylic acid
• IUPAC Traditional name: 3-hydroxypyridine-4-carboxylic acid
• Synonyms: 3-Hydroxyisonicotinic acid; 3-Hydroxypyridine-4-carboxylic acid; 3-hydroxypyridine-4-carboxylic acid; 3-Hydroxy-4-carboxypyridine; 3-Hydroxyisonicotinic Acid; 3-Hydroxy-4-pyridinecarboxylic Acid; 3-HYDROXY-4-PYRIDINECARBOXYLIC ACID

Database IDs

• CAS Number: 10128-71-9
• MDL Number: MFCD00234165
• PubChem SID: 162046126
• PubChem CID: 459503

CALCULATED PROPERTIES

• Acid pKa: 2.4311738
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3552969
• LogD (pH = 7.4): -2.6483648
• Log P: 0.27730757
• Molar Refractivity: 33.1382 cm^3
• Polarizability: 12.466661 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 305 - 307°C; 317 - 319 (dec) °C; 317-319°C(dec); 317-319(dec.)°C
• Hydrophobicity(logP): 1.768

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Product Information

• Purity: >95%; 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - H943565

3-Hydroxyisonicotinic Acid is used in the preparation of chelating agents for iron and aluminum.

REFERENCES

• Dean, A. et al.: Dalton Trans., 10, 1815 (2009)
• Di Marco, V. et al.: Inorg. Chim. Acta, 357, 3753 (2009)