Subject: citraconic acid, glutaconic acid, UV spectroscopy, thermodynamic dissociation constants, AM1 and PM3 semiempirical methods
Year: 2019
Type: Article
Title: PROTONATION OF CITRACONIC AND GLUTACONIC ACID IN PERCHLORIC ACID MEDIA
Author: Milena Jankulovska-Petkovska, Mirjana S. Jankulovska, Vesna Dimova
Abstract: The protonation process of citraconic and glutaconic acid in perchloric acid media was followed us ing the method of UV spectroscopy. The observed changes in the UV spectra of investigated acids confirmed that the protonation process in perchloric acid with concentration from 5 to 10 mol/dm3 occurred. Glutaconic acid be haved as weak organic base in perchloric acid media and existed in its monoprotonated form. On the other hand, citraconic acid existed in its protonated form and as protonated anhydride at higher perchloric acid concentra tion. Using the absorbance data the thermodynamic dissociation constants were calculated applying the methods of Yates and McClelland, Bunnett and Olsen, and the “excess acidity” function method. The solvatation parame ters m, m* and φ were evaluated, as well. In order to correct the medium effect the method of characteristic vector analysis was applied. The possible site where the protonation may take place was discussed using the partial atomic charge values determined according to AM1 and PM3 semiempirical methods.
Publisher: University of Novi Sad, Faculty of Technology
Relation: Technologica Acta
Identifier: oai:repository.ukim.mk:20.500.12188/24107
Identifier: http://hdl.handle.net/20.500.12188/24107Identifier: 10.5281/zenodo.3267263
