Spectral and Computational Analysis of (E)-3-(2-Bromo-4-Methoxyphenyl)-1-(4-(Methylthio)Phenyl)Prop-2-En-1-One

Abstract

In this work, a novel (E)-3-(2-bromo-4-methoxyphenyl)-1-(4-(methylthio)phenyl)prop-2-en-1-one was synthesized via a condensation reaction and characterized through FT-IR, UV-Vis, and NMR spectroscopy. Density Functional Theory (DFT) calculations were performed using the B3LYP/6-311G(d,p) level to explore the molecular structure and vibrational frequencies, with vibrational assignments supported by total energy distribution (TED) analysis. Theoretical 1H and 13C NMR chemical shifts were computed using the Gauge-Independent Atomic Orbital (GIAO) method and found to align well with experimental values. Optimized geometrical parameters also showed good correlation with empirical data. Additionally, the compound’s HOMO–LUMO gap, reactivity descriptors, Mulliken charges, and molecular electrostatic potential (MEP) were analyzed. Molecular docking studies were conducted to evaluate its potential biological activity, further supporting the compound's relevance in medicinal chemistry.