Synthesis, characterization and crystal structure of (2Z)-3-[(4- methylphenyl)amino]-1-phenylbut-2-en-1-one

Siddappa A. Patil, Diego Gonzalez-Flores, Phillip A. Medina, Jason K. Vohs, Seth Dever, Joshua Popp, Michael Stentzel, Leslie W. Pineda, Mavis L. Montero, Bradley D. Fahlman

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The compound (2Z)-3-[(4-methylphenyl)amino]- 1-phenylbut-2-en-1-one was synthesized by the condensation reaction of benzoylacetone with p-methylaniline and structurally characterized by 1 H NMR, 13 C NMR, IR, mass spectrometry, elemental analysis, TGA/DSC and single crystal X-ray diffraction. The title compound crystallizes in the orthorhombic space group Pccn (No. 56) with a = 17.0042(18) Å, b = 11.5826(13) Å, c = 14.0514(15) Å, V = 2767.5(5) Å 3 and Z = 8. Data collection on 223(2) K resulted its structure with R1 = 0.0449, wR2 = 0.0980. The molecules in the unit cell are arranged in layers. The intramolecular hydrogen bonds of the type N-H· · ·O were observed in the structure. The compound exhibits two distinct endothermic peaks at a temperature 94.70 °C and 232.60 °C corresponding to melting and boiling points respectively.

Original languageEnglish
Pages (from-to)560-565
Number of pages6
JournalJournal of Chemical Crystallography
Issue number6
StatePublished - Jun 2012


  • (2Z)-3-[(4-Methylphenyl)amino]-1- phenylbut-2-en-1-one
  • Crystal structure
  • Spectroscopy
  • Synthesis
  • Thermogravimetric Analysis


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