2-[4-(2-methylpropyl)phenyl]propanamide

• ChemBase ID: 74125
• Molecular Formular: C13H19NO
• Molecular Mass: 205.29606
• Monoisotopic Mass: 205.14666423
• SMILES: NC(=O)C(c1ccc(cc1)CC(C)C)C
• Canonical SMILES: CC(Cc1ccc(cc1)C(C(=O)N)C)C
• InChI: InChI=1S/C13H19NO/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H2,14,15)
• InChIKey: REUQKCDCQVNKLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-methylpropyl)phenyl]propanamide
• IUPAC Traditional name: 2-[4-(2-methylpropyl)phenyl]propanamide
• Synonyms: 2-[4-(Isobutyl)phenyl]propionamide 95%; α-Methyl-4-(2-methylpropyl)benzeneacetamide; (+/-)-Ibuprofenamide; 2-(4-Isobutylphenyl)propionamide; Ibuprofenamide; rac-Ibuprofen Amide

Database IDs

• CAS Number: 59512-17-3
• MDL Number: MFCD00454181
• PubChem SID: 162039044
• PubChem CID: 101072

CALCULATED PROPERTIES

• Acid pKa: 16.748787
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.0366156
• LogD (pH = 7.4): 3.0366156
• Log P: 3.0366156
• Molar Refractivity: 62.5541 cm^3
• Polarizability: 24.359356 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-114°C

Safety Information

• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - I140035

An impurity of Ibuprofen (I140000).

REFERENCES

• Haikala, V., et al.: J. Pharm. Sci., 80, 456 (1991)
• Sochor, J., et al.: J. Pharm. Biomed. Anal., 13, 899 (1991)