Structural, spectroscopic characterization of (E)-4-chloro-2-((4-methoxybenzylidene)amino)phenol as potential antioxidant compound

Abstract A new imine derivative, (E)-4-chloro-2-((4-methoxybenzylidene)amino)phenol has been synthesized from the reaction of 4-Anisaldehyde with benzoyl 2-Amino-4-chlorophenol. The results of a combined experimental and DFT investigations of the structural and spectroscopic properties of the title compound are given. The crystal and molecular investigations are performed by X-ray diffraction and spectral results obtained by IR, NMR and UV–Vis spectrometers. The structural geometry, vibration frequencies, 1 H and 13 C NMR chemical shifts, UV–Vis spectral analysis and HOMO–LUMO of molecule in the ground state have been also calculated using the density functional theory (DFT) employing B3LYP exchange correlation with the 6–311G+(d, p) basis set, and check aganist the experimental data. The stability of antioxidant at different concentrations of compound are evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical method and determined its specific absorbance properties.