Electrochemical and spectroscopic characteristics of p-acryloyloxybenzoyl chloride and p-acryloyloxybenzoic acid and antimicrobial activity of organic compounds.

The purpose of this multidisciplinary work is to characterize title compounds, p-acryloyloxybenzoyl chloride (ABC) and p-acryloyloxybenzoic acid (ABA) by means of experimental and theoretical evidences. As experimental research, Fourier transformation-infrared spectra (in the region 400-4000 cm(-1)) and nuclear magnetic resonance (NMR) chemical shifts (with a frequency of 400 MHz) are examined for spectroscopic properties belonging to the new synthesized compounds. Moreover, the compounds are investigated for antimicrobial activity against various microorganisms (Gram-positive and Gram-negative) by means of the visual inhibition zone technique on the agar media. The experimental results observed indicate that ABA exhibits more powerful inhibitors of microorganisms due to the presence of the hydroxyl group leading to higher reactive system, one of the most striking features of the paper. As for the theoretical studies, the optimized molecular structures, vibrational frequencies, corresponding vibrational spectra interpreted with the aid of normal coordinate analysis based on scaled density functional force field, atomic charges, thermodynamic properties at different temperature, 1H NMR chemical shifts by way of density functional theory (DFT) with the standard (B3LYP) methods at 6-311G++(d,p) basis set combination for the first time. According to findings, the 1H NMR chemical shifts and vibrational frequencies are obtained to be in good agreement with the suitable experimental results. Thus, it would be more precise to say that the calculation level chosen is powerful approach for understanding in the identification of the molecules investigated. At the same time, we determine the electrochemical characteristics belonging to the samples via the simulation of translation energy (HOMO-LUMO), molecular electrostatic potential (MEP) and electrostatic potential (ESP) investigations. It is observed that the strong intra-molecular charge transfer (ICT) appears between the donor and acceptor in the both compounds (especially ABA) due to the existence of the strong electronic donating groups and effective π-π* conjugated segments with high electronic donor ability for the electrophilic attack (intermolecular interactions).

Experimental and theoretical approaches for identification of p-benzophenoneoxycarbonylphenyl acrylate.

The aim of this multidisciplinary study is to characterize a title compound, p-benzophenoneoxycarbonylphenyl acrylate (BPOCPA) synthesized by condensation reaction of p-acryloyloxybenzoyl chloride (ABC) with 4-hydroxybenzophenone (HBP) by means of experimental and theoretical evidences. The spectroscopic properties of the compound are experimentally examined by Fourier transformation-infrared (FTIR) spectra (in the region 400-4000 cm(-1)) and nuclear magnetic resonance (NMR) chemical shifts (with a frequency of 400 MHz). For the theoretical studies, the optimized molecular structures, vibrational frequencies including infrared intensities and Raman activities, corresponding vibrational spectra interpreted with the aid of normal coordinate analysis based on scaled density functional force field, atomic charges, thermodynamic properties, (1)H and (13)C NMR chemical shifts, JCH and JCC coupling constants belonging to the BPOCPA compound are analyzed in the ground state by the way of the density functional theory (B3LYP) with the standard 6-311++G(d,p) level of theory for the first time. All the results obtained show that the calculated vibrational frequencies and chemical shifts are observed to be in good agreement with the available experimental findings. According to the comparison between experimental results and theoretical data, the calculation level chosen plays an important role in understanding of dynamics of the title compound studied in this work. The self-consistent field (SCF) energy of the molecule in six different solvent media is also analyzed at the same basis set by applying both the Onsager and Polarizable Continuum Model (PCM). It is found that the SCF energies deduced from the methods reduce with the enhancement of the solvent polarity as a consequence of the increment in the stability of the compound studied. Besides, the changes of the PCM calculations are found to be higher than those of the Onsager ones, confirming that the former method displays a more stable structure than latter model.