2,6-dimethyl 4-(hydroxymethyl)pyridine-2,6-dicarboxylate

• ChemBase ID: 170834
• Molecular Formular: C10H11NO5
• Molecular Mass: 225.19804
• Monoisotopic Mass: 225.06372246
• SMILES: c1c(nc(cc1CO)C(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)c1cc(CO)cc(n1)C(=O)OC
• InChI: InChI=1S/C10H11NO5/c1-15-9(13)7-3-6(5-12)4-8(11-7)10(14)16-2/h3-4,12H,5H2,1-2H3
• InChIKey: UJJJESXBXYFZCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dimethyl 4-(hydroxymethyl)pyridine-2,6-dicarboxylate
• IUPAC Traditional name: 2,6-dimethyl 4-(hydroxymethyl)pyridine-2,6-dicarboxylate
• Synonyms: 4-(Hydroxymethyl)-2,6-pyridinedicarboxylic Acid Dimethyl Ester; Dimethyl 4-(Hydroxymethyl)-2,6-pyridinedicarboxylate; 4-(Hydroxymethyl)-2,6-pyridinedicarboxylic Acid 2,6-Dimethyl Ester

Database IDs

• CAS Number: 852936-60-8
• PubChem SID: 164226744
• PubChem CID: 11436049

CALCULATED PROPERTIES

• Acid pKa: 14.340512
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.3668669
• LogD (pH = 7.4): 0.366878
• Log P: 0.3668782
• Molar Refractivity: 54.0236 cm^3
• Polarizability: 20.87373 Å^3
• Polar Surface Area: 85.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - H947790

Intermediate of dipicolinate based chromophores. Can be used in the preparation of polyaminopolycarboxylate ligands, useful for their luminescence properties, and in the preparation of a lanthanide tags, designed for site-specific labeling of proteins.

REFERENCES

• Gu, G. et al.: E-J. Chem., 8, 449 (2011)
• Xiao, H. et al.: Synthetic Met., 160, 1313 (2011)
• Su, X. et al.: J. Am. Chem. Soc., 130, 10486 (2008)