3-acetyl-3-chlorooxolan-2-one

• ChemBase ID: 159199
• Molecular Formular: C6H7ClO3
• Molecular Mass: 162.57098
• Monoisotopic Mass: 162.00837176
• SMILES: C1CC(C(=O)O1)(Cl)C(=O)C
• Canonical SMILES: CC(=O)C1(Cl)CCOC1=O
• InChI: InChI=1S/C6H7ClO3/c1-4(8)6(7)2-3-10-5(6)9/h2-3H2,1H3
• InChIKey: CYCRRRIREKXQTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetyl-3-chlorooxolan-2-one
• IUPAC Traditional name: 3-acetyl-3-chlorooxolan-2-one
• Synonyms: 2-Chloro-2-(2-hydroxyethyl)acetoacetic Acid γ-lactone; 2-Acetyl-2-chlorobutyrolactone; 3-Acetyl-3-chlorodihydrofuranone

Database IDs

• CAS Number: 2986-00-7
• PubChem SID: 162253334
• PubChem CID: 102918

CALCULATED PROPERTIES

• Acid pKa: 17.305967
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.74822843
• LogD (pH = 7.4): 0.74822843
• Log P: 0.74822843
• Molar Refractivity: 34.5583 cm^3
• Polarizability: 13.9028845 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Brown Liquid

REFERENCES

• Litvak, M., et al.: Pharm. Chem. J., 39, 500 (2005)
• Thomas, A., et al.: Bioorg. Med. Chem. Lett., 18, 2206 (2005)