2-(4-cyclopropanecarbonylphenyl)-2-methylpropanoic acid

• ChemBase ID: 165248
• Molecular Formular: C14H16O3
• Molecular Mass: 232.27504
• Monoisotopic Mass: 232.10994437
• SMILES: c1c(ccc(c1)C(C)(C)C(=O)O)C(=O)C1CC1
• Canonical SMILES: O=C(c1ccc(cc1)C(C(=O)O)(C)C)C1CC1
• InChI: InChI=1S/C14H16O3/c1-14(2,13(16)17)11-7-5-10(6-8-11)12(15)9-3-4-9/h5-9H,3-4H2,1-2H3,(H,16,17)
• InChIKey: LOWWEULESZKQRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-cyclopropanecarbonylphenyl)-2-methylpropanoic acid
• IUPAC Traditional name: 2-(4-cyclopropanecarbonylphenyl)-2-methylpropanoic acid
• Synonyms: 4-(Cyclopropylcarbonyl)-α,α-dimethylbenzeneacetic Acid

Database IDs

• CAS Number: 162096-54-0
• PubChem SID: 162259381
• PubChem CID: 9856066

CALCULATED PROPERTIES

• Acid pKa: 4.1143813
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6474134
• LogD (pH = 7.4): -0.04240516
• Log P: 3.0474384
• Molar Refractivity: 64.2431 cm^3
• Polarizability: 24.891935 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C988630

Used for preparation of Terfenadine ((T114500) analogs.

REFERENCES

• Uchida., et al.: Chem. Pharm. Bull., 37, 958 (1989)