3-acetyl(4,4,5,5-2H4)oxolan-2-one

• ChemBase ID: 159185
• Molecular Formular: C6H8O3
• Molecular Mass: 128.12592
• Monoisotopic Mass: 128.04734412
• SMILES: C1(=O)C(CCO1)C(=O)C
• Canonical SMILES: CC(=O)C1CCOC1=O
• InChI: InChI=1S/C6H8O3/c1-4(7)5-2-3-9-6(5)8/h5H,2-3H2,1H3
• InChIKey: OMQHDIHZSDEIFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetyl(4,4,5,5-^2H₄)oxolan-2-one
• IUPAC Traditional name: 3-acetyl(4,4,5,5-^2H₄)oxolan-2-one
• Synonyms: 3-Acetyl-4,4,5,5-tetradeutero-2-(3H)-furanone; 3-Acetyldihydrofuran-2-one-d4; α-Acetyl-γ-butyrolactone-d4; α-Acetyl-γ-hydroxybutyric Acid γ-Lactone-d4; 2-Oxo-3-acetyltetrahydrofuran-d4; NSC 2019-d4; α-(2-Hydroxyethyl)acetoacetic Acid γ-Lactone-d4; 2-Acetylbutyrolactone-3,3,4,4-d4

Database IDs

• CAS Number: 476646-93-2
• PubChem SID: 162253320
• PubChem CID: 45038078

CALCULATED PROPERTIES

• Acid pKa: 8.538291
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.44679475
• LogD (pH = 7.4): 0.4169502
• Log P: 0.2138557
• Molar Refractivity: 30.1509 cm^3
• Polarizability: 11.971691 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - A171252

A labelled intermediate in the synthesis of 2,4-disubstituted pyridines. A fluorogenic reagent for the spectrofluorimetric determination of primary amines.

REFERENCES

• Kataoka, M., et al.: Biosci., Biotechnol., Biochem., 64, 1255 (2000)
• Cirou, A., et al.: Environ. Microbiol., 9, 1511 (2000)
• Duchowicz, P., et al.: Bioorg. Med. Chem., 16, 7944 (2000)