Solvatochromic Study of Two Carbanion Monosubstituted 4-Tolyl-1,2,4-triazol-1-ium Phenacylids in Binary Hydroxyl Solvent Mixtures

• Published in: Molecules (Basel, Switzerland) Vol. 26; no. 13; p. 3910
• Main Authors: Dorohoi, Dana Ortansa, Dimitriu, Dan-Gheorghe, Dulcescu-Oprea, Mihaela Maria, Morosanu, Ana Cezarina, Puica-Melniciuc, Nicoleta, Ardelean, Elena, Gritco-Todirascu, Antonina, Cheptea, Corina
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 26.06.2021; MDPI
• Subjects: Alcohol; carbanion monosubstituted 4-tolyl-1,2,4-triazol-1-ium phenacylids; Composition; Ethanol; Free energy; Heat of formation; Hydrogen bonds; hydroxylic solutions; interaction energy in molecular pairs ylid-water and ylid-alcohol; Mathematical models; Solvation; solvatochromism; Solvents; Statistical analysis
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules26133910

Two 4-tolyl-1,2,4-triazol-1-ium methylids, namely 4-tolyl-1,2,4-triazol-1-ium-phenacylid and 4-tolyl-1,2,4-triazol-1-ium-4′-nitro-phenacylid, are studied from solvatochromic point of view in binary solvent mixtures of water with ethanol and water with methanol. The contributions (expressed in percent) of the universal and specific interactions are separated from the spectral shifts recorded in the visible range for each composition of the binary solvent mixture. The essential role of the orientation and induction interactions in the studied solutions was demonstrated. Based on the statistic cell model of the binary solvent mixture solutions, the difference between the formation energies of ylid-water and ylid-alcohol complexes is estimated. The composition of the ylid’s first solvation shell was also established using the model of the binary solvent mixture solutions. The results obtained from the statistical cell model were compared with those obtained by using the Suppan’s model, resulting a good agreement.