2-[4-(2-methylpropanoyl)phenyl]propanoic acid

• ChemBase ID: 176093
• Molecular Formular: C13H16O3
• Molecular Mass: 220.26434
• Monoisotopic Mass: 220.10994437
• SMILES: c1cc(ccc1C(=O)C(C)C)C(C)C(=O)O
• Canonical SMILES: CC(c1ccc(cc1)C(=O)C(C)C)C(=O)O
• InChI: InChI=1S/C13H16O3/c1-8(2)12(14)11-6-4-10(5-7-11)9(3)13(15)16/h4-9H,1-3H3,(H,15,16)
• InChIKey: RCINGEKPKJQCMO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-methylpropanoyl)phenyl]propanoic acid
• IUPAC Traditional name: 2-[4-(2-methylpropanoyl)phenyl]propanoic acid
• Synonyms: α-Methyl-4-(2-methyl-1-oxopropyl)benzeneacetic Acid; 2-(4-Isobutyrylphenyl)propionic Acid; Ibuprofen Impurity J; 1-Oxo Ibuprofen

Database IDs

• CAS Number: 65813-55-0
• PubChem SID: 164232003
• PubChem CID: 11499530

CALCULATED PROPERTIES

• Acid pKa: 4.228149
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.663068
• LogD (pH = 7.4): -0.05895715
• Log P: 2.9551501
• Molar Refractivity: 61.5443 cm^3
• Polarizability: 23.777868 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 85-87°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O870035

1-Oxo Ibuprofen, is a degradation product of Ibuprofen arising from oxidative and thermal treatments. 1-Oxo Ibuprofen is the Ibuprofen impurity J.

REFERENCES

• Heikkinen, L., et al.: Acta Pharm. Fenn., 92, 275 (1983)
• Vargas, F., et al.: Pharmazie, 11, 767 (1983)
• Lee, J., et al.: Pharm. Res., 9, S170 (1983)