3-(1,3-dioxolan-2-yl)-1-(pyridin-3-yl)propan-1-one

• ChemBase ID: 176052
• Molecular Formular: C11H13NO3
• Molecular Mass: 207.22582
• Monoisotopic Mass: 207.08954328
• SMILES: c1cncc(c1)C(=O)CCC1OCCO1
• Canonical SMILES: O=C(c1cccnc1)CCC1OCCO1
• InChI: InChI=1S/C11H13NO3/c13-10(9-2-1-5-12-8-9)3-4-11-14-6-7-15-11/h1-2,5,8,11H,3-4,6-7H2
• InChIKey: KRCNRDPXOZLDCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1,3-dioxolan-2-yl)-1-(pyridin-3-yl)propan-1-one
• IUPAC Traditional name: 3-(1,3-dioxolan-2-yl)-1-(pyridin-3-yl)propan-1-one
• Synonyms: 4-Oxo-4-(3-pyridyl)-butanal Monoethyleneglycol Acetal; 3-(1,3-Dioxolan-2-yl)-1-(3-pyridinyl)-1-propanone; 2-[3-Oxo-3-(3-pyridyl)propyl]-1,3-dioxolane

Database IDs

• CAS Number: 109065-57-8
• PubChem SID: 164231962
• PubChem CID: 3504391

CALCULATED PROPERTIES

• Acid pKa: 13.327283
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.5356126
• LogD (pH = 7.4): 0.5433492
• Log P: 0.54344946
• Molar Refractivity: 54.1342 cm^3
• Polarizability: 21.212053 Å^3
• Polar Surface Area: 48.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Yellow to Orange Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O860000

A precursor of 4-Oxo-4-(3-pyridyl) butanal, a metabolite of the tobacco-specific nitrosamine, NNK (Cat. #M32575). Compound requires removal of protecting group.

REFERENCES

• Hecht, S.S., et al.: Cancer Res., 40, 4144 (1980)
• Kutzer, C., et al.: J. Chromatog. Sci., 35, 1 (1997)