Homologs of Thioacetone and Acetone in the Quantum Theory of Atoms in Molecules

Abstract

Eight molecules of the homologous series of acetone and eight molecules of the homologous series of thioacetone were optimized by the exchange-correlation hybrid functional B3LYP. Within the framework of the quantum theory of atoms in molecules QTAIM, the integral electronic characteristics of groups were obtained. Group charges, volumes and energies in the considered classes of organic compounds were compared and the difference in the redistribution of electron density of molecules was shown, depending on the type of functional group: thionic or carbonyl. The inductive effect and steric influence of C(S) and C(O) groups on neighboring methyl and methylene fragments were characterized; a general qualitative scale of group electronegativity was constructed.