3,4,5-trichloro-6-hydroxypyridine-2-carboxylic acid

• ChemBase ID: 178963
• Molecular Formular: C6H2Cl3NO3
• Molecular Mass: 242.44398
• Monoisotopic Mass: 240.91002597
• SMILES: c1(c(nc(c(c1Cl)Cl)C(=O)O)O)Cl
• Canonical SMILES: OC(=O)c1nc(O)c(c(c1Cl)Cl)Cl
• InChI: InChI=1S/C6H2Cl3NO3/c7-1-2(8)4(6(12)13)10-5(11)3(1)9/h(H,10,11)(H,12,13)
• InChIKey: WTPUPXKVBBLQOQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trichloro-6-hydroxypyridine-2-carboxylic acid
• IUPAC Traditional name: 3,4,5-trichloro-6-hydroxypyridine-2-carboxylic acid
• Synonyms: 3,4,5-Trichloro-6-hydroxy-2-pyridinecarboxylic Acid; 3,4,5-Trichloro-1,6-dihydro-6-oxo-2-Pyridinecarboxylic Acid; 3,4,5-Trichloro-6-hydroxy-2-picolinic Acid

Database IDs

• CAS Number: 73455-14-8
• PubChem SID: 164234873
• PubChem CID: 26339028

CALCULATED PROPERTIES

• Acid pKa: 3.166571
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.59326386
• LogD (pH = 7.4): -0.55843323
• Log P: 2.9020329
• Molar Refractivity: 47.4941 cm^3
• Polarizability: 18.557688 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Of-White Solid
• Melting Point: >230°C(dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T774190

Application of the one-bond chlorine-isotope effect in 13C NMR.

REFERENCES

• Hamaker, J., et al.: Science, 141, 363 (1963)
• Matsubara, K., et al.: Magn. Reson. Chem., 39, 633 (1963)