Academic Scientific JournalsCharacteristics of selected physicochemical properties of parabens with computational chemistry methods
DOI:
https://doi.org/10.26881/prog.2023.12.05Keywords:
parabens, computational chemistry, molecular descriptor, hydrophobicityAbstract
Computational chemistry is one of the many branches of theoretical chemistry. Theoretical methods have many applications, e.g. in studies of the physicochemical properties of known compounds and those not yet synthesized. Theoretical results are presented for 12 compounds (for 4-hydroxybenzoic acid (PHBA) and its 11 esters known as parabens), which have already found an application as preservatives of cosmetics or food. Quantum-chemical simulations were carried out on the basis of Density Functional Theory (DFT) at the B3LYP/6-311+G(d,p) level of theory. Geometric parameters, physicochemical properties, substituent effect, aromaticity, dipole moment, polarizability, and hydrophobicity were investigated. For this purpose, descriptors such as the Harmonic Oscillator Model of Aromaticity (HOMA), parameters obtained from Atoms in Molecules (AIM) theory, Charge of the Substituent Active Region (cSAR), dipole moment, polarizability, Substituent Effect Stabilization Energy (SESE), and logP were computed. In the current study, the results obtained based on geometric, energetic and logP (o/w) parameters as well as electronic structure are presented.
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