4-(2,4-difluorophenyl)-4-oxobutanoic acid

• ChemBase ID: 100042
• Molecular Formular: C10H8F2O3
• Molecular Mass: 214.1655264
• Monoisotopic Mass: 214.04415056
• SMILES: Fc1c(ccc(c1)F)C(=O)CCC(=O)O
• Canonical SMILES: OC(=O)CCC(=O)c1ccc(cc1F)F
• InChI: InChI=1S/C10H8F2O3/c11-6-1-2-7(8(12)5-6)9(13)3-4-10(14)15/h1-2,5H,3-4H2,(H,14,15)
• InChIKey: OKYUHFSCTFNDFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,4-difluorophenyl)-4-oxobutanoic acid
• IUPAC Traditional name: 4-(2,4-difluorophenyl)-4-oxobutanoic acid
• Synonyms: 3-(2,4-Difluorobenzoyl)propanoic acid; 4-(2,4-Difluorophenyl)-4-oxobutanoic acid 97%; 2,4-Difluoro-γ-oxo-benzenebutanoic Acid; 4-(2,4-Difluorophenyl)-4-oxobutanoic Acid

Database IDs

• CAS Number: 110931-77-6
• MDL Number: MFCD00143016
• PubChem SID: 162086411
• PubChem CID: 2774081

CALCULATED PROPERTIES

• Acid pKa: 3.3558834
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.48853767
• LogD (pH = 7.4): -1.7724905
• Log P: 1.64116
• Molar Refractivity: 47.7869 cm^3
• Polarizability: 17.848112 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113 - 115°C
• Hydrophobicity(logP): 1.167

Safety Information

• Storage Warning: Irritant

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - D445880

Reagent used in the synthesis of a variety of antimycotics.

REFERENCES

• Nussbaumer, P., et al.: J. Med. Chem., 36, 2810 (1993)
• Newhouse, B., et al.: Bioorg. Med. Chem. Lett., 14, 5537 (1993)