INTERACTION OF SUBSTITUTED BENZALACETONE AND DIBENZALACETONE WITH SULFANILIC ACID
This paper continues the activities aimed at synthesizing and studying the properties of compounds in the series of benzalacetone and dibenzalacetone. The relevance of the research topic is fueled by searching for new materials with a package of potentially valuable properties. The research objects are azomethine compounds obtained by condensing dimethyl-amino-substituted benzalacetone and dibenzalacetone with sulfanilic acid. We are proposing a synthesis technique using the interaction of the starting components in a water-alcohol medium. The study has shown the distinctive features of the behaviors of reactions. The resulting azomethine compounds are solids colored in bright to brownish orange. When studying their physicochemical properties, it was found that transition from the starting ketones to azomethine compounds was accompanied by a decrease in solubility in organic media and the development of solubility in aqueous alkali solutions. We performed a comparative analysis of the infrared spectra of the products synthesized and of the initial ketones, the relevant differences were identified, and the nature of the spectral curves and the position of the main bands are presented. Quantum-chemical calculations of molecules were performed using semi-empirical methods. Based on the calculation results, 3D models were constructed that showed the spatial arrangement of atoms in the molecules. This paper also presents the reference values of valence angles, bond lengths, and charges on the atoms of side chains binding benzol fragments. We have graphically shown the electronic density distribution in molecules and calculated the thermal effects of the reactions of forming azomethine compounds.