methyl (2E)-2-[(4-fluorophenyl)methylidene]-4-methyl-3-oxopentanoate

• ChemBase ID: 163774
• Molecular Formular: C14H15FO3
• Molecular Mass: 250.2655032
• Monoisotopic Mass: 250.10052256
• SMILES: c1c(ccc(c1)/C=C(/C(=O)OC)\C(=O)C(C)C)F
• Canonical SMILES: COC(=O)/C(=C/c1ccc(cc1)F)/C(=O)C(C)C
• InChI: InChI=1S/C14H15FO3/c1-9(2)13(16)12(14(17)18-3)8-10-4-6-11(15)7-5-10/h4-9H,1-3H3/b12-8+
• InChIKey: YDAOZDSGRPENAG-XYOKQWHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-2-[(4-fluorophenyl)methylidene]-4-methyl-3-oxopentanoate
• IUPAC Traditional name: methyl (2E)-2-[(4-fluorophenyl)methylidene]-4-methyl-3-oxopentanoate
• Synonyms: 2-[(4-Fluorophenyl)methylene]-4-methyl-3-oxo-pentanoic Acid Methyl Ester; (E/Z)-4-Carboxymethyl-5-(4-fluorophenyl)-2-methyl-pent-4-en-3-one

Database IDs

• CAS Number: 122549-26-2
• PubChem SID: 162257909
• PubChem CID: 14652698

CALCULATED PROPERTIES

• Acid pKa: 19.531216
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8184063
• LogD (pH = 7.4): 3.8184063
• Log P: 3.8184063
• Molar Refractivity: 66.8722 cm^3
• Polarizability: 25.406954 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Light Yellow Oil

REFERENCES

• Boberg, M., et al.: Drug Metab. Disposition, 25, 321 (1997)