ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate

• ChemBase ID: 99778
• Molecular Formular: C11H8F4O3
• Molecular Mass: 264.1730328
• Monoisotopic Mass: 264.040957
• SMILES: Fc1c(cc(c(c1F)F)F)C(=O)CC(=O)OCC
• Canonical SMILES: CCOC(=O)CC(=O)c1cc(F)c(c(c1F)F)F
• InChI: InChI=1S/C11H8F4O3/c1-2-18-8(17)4-7(16)5-3-6(12)10(14)11(15)9(5)13/h3H,2,4H2,1H3
• InChIKey: KWDVJYLIAJHEOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate
• IUPAC Traditional name: ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate
• Synonyms: Ethyl 2,3,4,5-tetrafluorobenzoylacetate; 2,3,4,5-tetrafluoro-β-oxobenzenepropanoic Acid Ethyl Ester; Ethyl 2,3,4,5-Tetrafluoro-β-oxobenzenepropanoate; Ethyl 2,3,4,5-tetrafluoro-β-oxobenzenepropionate; Ethyl 2,3,4,5-Tetrafluorobenzoylacetate; Ethyl 2-(2,3,4,5-Tetrafluorobenzoyl)acetate; Ethyl α-(2,3,4,5-Tetrafluorobenzoyl)acetate; 2,3,4,5-Tetrafluorobenzoylacetic Acid Ethyl Ester

Database IDs

• CAS Number: 94695-50-8
• MDL Number: MFCD00523020
• PubChem SID: 162086026
• PubChem CID: 600916

CALCULATED PROPERTIES

• Acid pKa: 8.933793
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4964716
• LogD (pH = 7.4): 2.4841168
• Log P: 2.4966316
• Molar Refractivity: 53.1882 cm^3
• Polarizability: 19.631514 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Light Tan Solid
• Melting Point: 47-49°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - T292975

2,3,4,5-Tetrafluorobenzoylacetic Acid Ethyl Ester is a fluorinated benzoylacetate used as a synthetic reagent in the preparation of antibacterial and potential antitumor agents.

REFERENCES

• Miyamoto, T. et al.: Chem. Pharmac. Bul., 36, 1321 (1988)
• Matsumoto, J. et al.: Qunilones, 109 (1988)
• Srivastava, S.K. et al.: Anti-Cancer Agents Med. Chem., 7, 685 (1988)