Evaluation of solvent effects and phototautomerism and their consequences on the degradation of the methyl benzimidazole-2-ylcarbamate

• DOI: 10.1016/j.molliq.2024.125474
• Publication Date: 2024-07-25T05:01:31Z
• Authors: Diène Diégane Thiaré; Diégane Sarr; Colwyn Bracquart; Pape Abdoulaye Diaw; Atanasse Coly; François Delattre
• Keywords: Benzimidazole; Degradation

The photolysis and protonation mechanisms of methyl benzimidazol-2-ylcarbamate (MBC) were evaluated by determining the dipole moments pKa in ground excited states using solvatochromic correlations Förster cycle, respectively. bathochromic shift observed absorption fluorescence spectra MBC with increasing solvent polarity indicates that transitions involved are π-π*. Three methods depending on theory solvatochromism applied to estimate difference excited-state (µe) ground-state (µg) moment. In all cases, moment value was higher than value, which a substantial redistribution π-electron densities more polar state ground-state. pKa* < shows molecular form is acidic state. As result, strengthened conditions, we observe an intramolecular transfer (ESIPT) responsive dual emission. theoretical calculations proved consistent experimental data. Finally, determination bond orders highlighted significant weakening amide media, promoting cleavage. Thus, collected data improve our understanding degradation carbendazim amino-benzimidazole.