(2Z)-2-acetamido-3-[2-(trifluoromethyl)phenyl]prop-2-enoic acid

• ChemBase ID: 179083
• Molecular Formular: C12H10F3NO3
• Molecular Mass: 273.2079096
• Monoisotopic Mass: 273.06127785
• SMILES: c1(ccccc1/C=C(\NC(=O)C)/C(=O)O)C(F)(F)F
• Canonical SMILES: CC(=O)N/C(=C\c1ccccc1C(F)(F)F)/C(=O)O
• InChI: InChI=1S/C12H10F3NO3/c1-7(17)16-10(11(18)19)6-8-4-2-3-5-9(8)12(13,14)15/h2-6H,1H3,(H,16,17)(H,18,19)/b10-6-
• InChIKey: HVLNJIRMSFAIEV-POHAHGRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-acetamido-3-[2-(trifluoromethyl)phenyl]prop-2-enoic acid
• IUPAC Traditional name: (2Z)-2-acetamido-3-[2-(trifluoromethyl)phenyl]prop-2-enoic acid
• Synonyms: 2-(Acetylamino)-3-[2-(trifluoromethyl)phenyl]-2-propenoic acid; 2-Trifluoromethyl-α-acetamidocinnamic Acid

Database IDs

• CAS Number: 3094-32-4
• PubChem SID: 164234993
• PubChem CID: 7542571

CALCULATED PROPERTIES

• Acid pKa: 3.6790729
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.14208011
• LogD (pH = 7.4): -1.6368409
• Log P: 1.6769427
• Molar Refractivity: 62.1023 cm^3
• Polarizability: 22.383774 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Tan Coloured Crystalline Solid
• Melting Point: 183-184°C