Synthesis and Spectroscopic Properties of Selected Acrylic and Methacrylic Derivatives of 2-Mercaptobenzothiazole

Abstract

One of the most basic properties of chemical compounds is structural symmetry or asymmetry. This property can be considered at different levels of structural organization. The physical, chemical, biological, and technological properties of organic compounds depend on their chemical structure and are systematically related to it. The presented paper is focused on the synthesis and study of the spectroscopic properties of selected photoinitiators from the acrylate and methacrylate derivatives of 2-(benzothiazolylthio)ethyl. The indicated compounds can find potential application in medicine. The 2-(benzothiazolylthio)ethyl acrylate and methacrylate derivatives were characterized using infrared spectroscopy (IR) and nuclear magnetic resonance (NMR) spectroscopy. Their spectroscopic properties were determined on the basis of UV–Vis spectra. The calculated DFT energies and Frontier Molecular Orbitals calculations of the studied compounds were proved to be consistent with the experimental observations. The results have showed that the introduction of the ethoxy substituent increases the reactivity of the compounds and results in the slight bathochromic shift (~19 nm) of the absorption spectra maxima.

Keywords

• 2-mercaptobenzothiazole
• synthesis
• spectroscopic properties
• quantum chemical calculations
• molecular asymmetry