SYNTHESIS AND STUDY OF THE PROPERTIES OF POLYSUBSTITUTED CHALCONES
Rubrics: 2. CHEMICAL TECHNOLOGY
Authors:
1.
Bereznikovskiy filial Permskogo nacional'nogo issledovatel'skogo politehnicheskogo universiteta
Type:
Article
Pages:
from 59
to 62
Status:
Published
Received:
27.01.2026
Accepted:
28.01.2026
Published:
28.01.2026
Language:
Russian
Keywords:
CHALCONE, SUBSTITUTED ACETOPHENONE, SUBSTITUTED BENZALDEHYDE, CONDENSATION, FTIR AND UV-VIS SPECTROSCOPY, DIFFERENTIAL THERMAL ANALYSIS
Abstract:
Chalcones are widely present in nature as biologically active and aromatic substances. Chemically, they belong to the class of α,β-unsaturated carbonyl compounds. Various methods have been proposed for their preparation. The most common is the condensation of acetophenones with benzaldehydes under alkaline catalysis. Synthetic chalcones have found application in medicine and pharmaceutical practice, as model compounds in the study of chemical reactions, in organic synthesis, and in other fields. In this work, the objects of study are polysubstituted chalcones containing substituents of various nature in their structure. The synthesis of polysubstituted chalcones was carried out using a previously developed method. The synthesized products are orange solids, insoluble in water and soluble in polar organic solvents. The structures of the compounds were determined using FTIR spectroscopy. The presence of several common bands indicates the structural relationship of the compounds. Differences are manifested in the vibrations of individual structural units. The optical properties of the substances were studied using UV-Vis spectroscopy in solutions in dimethylformamide and concentrated sulfuric acid. In the wavelength range from 300 to 500 nm, the spectra contain a single absorption band corresponding to π→π*-type electronic transitions. In concentrated sulfuric acid, the character of the spectra does not change, but the absorption maxima are hypsochromically shifted compared to an organic medium. This is caused by the removal of the donor property of the dimethylamino group due to salt formation and the elimination of its effect on the chromophore. The thermal stability of the products was assessed using the results of differential thermal and thermogravimetric analysis. It was found that both chalcones remain stable at their melting points and begin to decompose at temperatures above 250°C.
Chalcones are widely present in nature as biologically active and aromatic substances. Chemically, they belong to the class of α,β-unsaturated carbonyl compounds. Various methods have been proposed for their preparation. The most common is the condensation of acetophenones with benzaldehydes under alkaline catalysis. Synthetic chalcones have found application in medicine and pharmaceutical practice, as model compounds in the study of chemical reactions, in organic synthesis, and in other fields. In this work, the objects of study are polysubstituted chalcones containing substituents of various nature in their structure. The synthesis of polysubstituted chalcones was carried out using a previously developed method. The synthesized products are orange solids, insoluble in water and soluble in polar organic solvents. The structures of the compounds were determined using FTIR spectroscopy. The presence of several common bands indicates the structural relationship of the compounds. Differences are manifested in the vibrations of individual structural units. The optical properties of the substances were studied using UV-Vis spectroscopy in solutions in dimethylformamide and concentrated sulfuric acid. In the wavelength range from 300 to 500 nm, the spectra contain a single absorption band corresponding to π→π*-type electronic transitions. In concentrated sulfuric acid, the character of the spectra does not change, but the absorption maxima are hypsochromically shifted compared to an organic medium. This is caused by the removal of the donor property of the dimethylamino group due to salt formation and the elimination of its effect on the chromophore. The thermal stability of the products was assessed using the results of differential thermal and thermogravimetric analysis. It was found that both chalcones remain stable at their melting points and begin to decompose at temperatures above 250°C.
Keywords:
CHALCONE, SUBSTITUTED ACETOPHENONE, SUBSTITUTED BENZALDEHYDE, CONDENSATION, FTIR AND UV-VIS SPECTROSCOPY, DIFFERENTIAL THERMAL ANALYSIS
CHALCONE, SUBSTITUTED ACETOPHENONE, SUBSTITUTED BENZALDEHYDE, CONDENSATION, FTIR AND UV-VIS SPECTROSCOPY, DIFFERENTIAL THERMAL ANALYSIS
