2-[4-(2-methylpropyl)phenyl]acetic acid

• ChemBase ID: 171490
• Molecular Formular: C12H16O2
• Molecular Mass: 192.25424
• Monoisotopic Mass: 192.11502975
• SMILES: c1cc(ccc1CC(=O)O)CC(C)C
• Canonical SMILES: CC(Cc1ccc(cc1)CC(=O)O)C
• InChI: InChI=1S/C12H16O2/c1-9(2)7-10-3-5-11(6-4-10)8-12(13)14/h3-6,9H,7-8H2,1-2H3,(H,13,14)
• InChIKey: CYWFCPPBTWOZSF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-methylpropyl)phenyl]acetic acid
• IUPAC Traditional name: ibufenac
• Synonyms: (4-isobutylphenyl)acetic acid; 4-(2-Methylpropyl)benzeneacetic Acid; 4-(2-Methylpropyl)phenylacetic Acid; 4-Isobutoxyphenylacetic Acid; 4-Isobutylphenylacetic Acid; Dytransin; Ibunac; Medirex; NSC 99976; Ibufenac; 4-Isobutylphenylacetic acid

Database IDs

• CAS Number: 1553-60-2
• MDL Number: MFCD00864374
• PubChem SID: 164227400
• PubChem CID: 15250

CALCULATED PROPERTIES

• Acid pKa: 4.857551
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5695589
• LogD (pH = 7.4): 0.79946846
• Log P: 3.300572
• Molar Refractivity: 56.1574 cm^3
• Polarizability: 21.805334 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 84 - 86°C; 85-87°C
• Hydrophobicity(logP): 3.37

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - I130000

Used as an analgesic, anti-inflammatory.

REFERENCES

• Adams, S.S., et al.: Nature, 200, 271 (1962)
• Adams, S.S., et al.: J. Pharm. Pharmacol., 20, 305 (1962)