3-(pyridine-3-carbonyl)oxolan-2-one

• ChemBase ID: 167666
• Molecular Formular: C10H9NO3
• Molecular Mass: 191.18336
• Monoisotopic Mass: 191.05824315
• SMILES: c1cncc(c1)C(=O)C1C(=O)OCC1
• Canonical SMILES: O=C1OCCC1C(=O)c1cccnc1
• InChI: InChI=1S/C10H9NO3/c12-9(7-2-1-4-11-6-7)8-3-5-14-10(8)13/h1-2,4,6,8H,3,5H2
• InChIKey: NVHJLYJXRFFCQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(pyridine-3-carbonyl)oxolan-2-one
• IUPAC Traditional name: 3-(pyridine-3-carbonyl)oxolan-2-one
• Synonyms: α-(2-Hydroxyethyl)-β-oxo-3-pyridinepropionic Acid γ-Lactone; 3-[(2-Oxotetrahydrofuran-3-yl)carbonyl]pyridine; Dihydro-3-(3-pyridoyl)-2-(3H)-furanone

Database IDs

• CAS Number: 59578-61-9
• PubChem SID: 162261799
• PubChem CID: 3660161

CALCULATED PROPERTIES

• Acid pKa: 8.666144
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.42027053
• LogD (pH = 7.4): 0.39806426
• Log P: 0.4207968
• Molar Refractivity: 48.26 cm^3
• Polarizability: 18.769464 Å^3
• Polar Surface Area: 56.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Oil

REFERENCES

• Hecht, S.S., et al.: Beitrage zur Tabakforschung, 9(1)
• 1-6 (1977)