3-[4-(2-methylpropyl)phenyl]propanoic acid

• ChemBase ID: 171761
• Molecular Formular: C13H18O2
• Molecular Mass: 206.28082
• Monoisotopic Mass: 206.13067982
• SMILES: c1cc(ccc1CC(C)C)CCC(=O)O
• Canonical SMILES: CC(Cc1ccc(cc1)CCC(=O)O)C
• InChI: InChI=1S/C13H18O2/c1-10(2)9-12-5-3-11(4-6-12)7-8-13(14)15/h3-6,10H,7-9H2,1-2H3,(H,14,15)
• InChIKey: DYNVRFFVBZVRND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(2-methylpropyl)phenyl]propanoic acid
• IUPAC Traditional name: 3-[4-(2-methylpropyl)phenyl]propanoic acid
• Synonyms: 3-[4-(2-methylpropyl)phenyl]propanoic acid; 4-(2-Methylpropyl)benzenepropanoic Acid; 3-(4'-Isobutylphenyl)propionic Acid; 3-(p-Isobutylphenyl)propionic Acid; 3-(4-Isobutylphenyl)propanoic Acid

Database IDs

• CAS Number: 65322-85-2
• MDL Number: MFCD08275589
• PubChem SID: 164227671
• PubChem CID: 9834277

CALCULATED PROPERTIES

• Acid pKa: 4.499915
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7049522
• LogD (pH = 7.4): 0.9360905
• Log P: 3.7451406
• Molar Refractivity: 60.7584 cm^3
• Polarizability: 23.649946 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 64 - 66°C
• Hydrophobicity(logP): 3.859

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - I780335

3-(4-Isobutylphenyl)propanoic acid is an impurity of Ibuprofen (I140000). Ibuprofen impurity F as per EP.

REFERENCES

• Haikala, V., et al.: J. Pharm. Sci., 80, 456 (1991)
• Zhao, J., et al.: Anal. Chem., 72, 302 (1991)
• Kucera, R., et al.: J. Pharm. Biomed. Anal., 38, 609 (1991)