Experimental and theoretical study on benzoic acid derivatives

Abstract

Benzoic (BA), p-hydroxybenzoic (HBA), m-methoxybenzoic (MBA), vanillic (VA) and syringic (SGA) acids were studied using both experimental and theoretical tools. The vibrational (FT-IR, FT-Raman) and 1H and 13C NMR spectra of benzoic acid derivatives were recorded. Characteristic shifts and changes in intensities of bands along the studied series were observed. The changes of chemical shifts of protons (1H NMR) and carbons (13C NMR) in the series of studied compounds were observed too. Optimized geometrical structures of studied compounds were obtained by B3LYP method using 6-31++G**, 6-311+G** and 6-311++G** basis sets. Aromaticity indices, atomic charges, dipole moments and energies were calculated. The theoretical chemical shifts in 1H and 13C NMR spectra and theoretical wavenumbers and intensities of IR and Raman spectra were determined. The calculated parameters were compared to experimental characteristic of studied compounds.