Synthesis, Characterization and Crystal Structure of (2Z)-3-[(4-Methylphenyl)amino]-1-phenylbut-2-en-1-one

Abstract

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-HÁÁÁO 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.