Proton solvation: competition between acetone and dimethyl sulfoxide
This paper presents results of quantum-chemical study of proton exchange equilibrium between acetone (AC) and dimethyl sulfoxide (DMSO). Basing on the previous study of acid-base equilibria in AC with small additives of DMSO, the most probable composition of the lyonium ion is taken as H(DMSO)2+. Th...
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V. N. Karazin Kharkiv National University
2023-05-01
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| Series: | Вісник Харківського національного університету: Серія xімія |
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| Online Access: | https://periodicals.karazin.ua/chemistry/article/view/23246 |
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| author | Alexander Lebed Nikolay Mchedlov-Petrossyan Dmitriy Filatov Sergey Goga |
| author_facet | Alexander Lebed Nikolay Mchedlov-Petrossyan Dmitriy Filatov Sergey Goga |
| author_sort | Alexander Lebed |
| collection | DOAJ |
| description | This paper presents results of quantum-chemical study of proton exchange equilibrium between acetone (AC) and dimethyl sulfoxide (DMSO). Basing on the previous study of acid-base equilibria in AC with small additives of DMSO, the most probable composition of the lyonium ion is taken as H(DMSO)2+. The equilibrium geometries and energies of solvents molecules and all possible combinations of proton complexes with one or two solvent molecules were calculated in DFT level of theory using B3LYP functional and 6-31G++(d,p) basis set. The energies of solvated proton complexes were then calculated using PCM method. The energy change corresponding to the equilibrium H(AС)2+ + 2 DMSO ⇄ H(DMSO)2+ + 2 AС is –63.1 kJ mol–1 in the gas phase, which is in qualitative agreement with the standard Gibbs energy data, obtained experimentally in the gas phase by Kebarle’s group, –77.6 kJ mol–1, and with ΔGo298 = –49.3 kJ mol–1 for AC solution with small additions of DMSO, determined by the Guss and Kolthoff method. |
| format | Article |
| id | doaj-art-1ab2d3cc45c7402688099b9b592b5dcf |
| institution | Kabale University |
| issn | 2220-637X 2220-6396 |
| language | English |
| publishDate | 2023-05-01 |
| publisher | V. N. Karazin Kharkiv National University |
| record_format | Article |
| series | Вісник Харківського національного університету: Серія xімія |
| spelling | doaj-art-1ab2d3cc45c7402688099b9b592b5dcf2025-01-10T11:26:48ZengV. N. Karazin Kharkiv National UniversityВісник Харківського національного університету: Серія xімія2220-637X2220-63962023-05-0140222510.26565/2220-637X-2023-40-0323246Proton solvation: competition between acetone and dimethyl sulfoxideAlexander Lebed0Nikolay Mchedlov-Petrossyan1Dmitriy Filatov2Sergey Goga3V. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv, 61022, UkraineV. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv, 61022, UkraineV. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv, 61022, UkraineV. N. Karazin Kharkiv National University, 4 Svobody sq., Kharkiv, 61022, UkraineThis paper presents results of quantum-chemical study of proton exchange equilibrium between acetone (AC) and dimethyl sulfoxide (DMSO). Basing on the previous study of acid-base equilibria in AC with small additives of DMSO, the most probable composition of the lyonium ion is taken as H(DMSO)2+. The equilibrium geometries and energies of solvents molecules and all possible combinations of proton complexes with one or two solvent molecules were calculated in DFT level of theory using B3LYP functional and 6-31G++(d,p) basis set. The energies of solvated proton complexes were then calculated using PCM method. The energy change corresponding to the equilibrium H(AС)2+ + 2 DMSO ⇄ H(DMSO)2+ + 2 AС is –63.1 kJ mol–1 in the gas phase, which is in qualitative agreement with the standard Gibbs energy data, obtained experimentally in the gas phase by Kebarle’s group, –77.6 kJ mol–1, and with ΔGo298 = –49.3 kJ mol–1 for AC solution with small additions of DMSO, determined by the Guss and Kolthoff method.https://periodicals.karazin.ua/chemistry/article/view/23246proton solvationacetonedimethyl sulfoxidequantum-chemical studyenergy of proton exchange |
| spellingShingle | Alexander Lebed Nikolay Mchedlov-Petrossyan Dmitriy Filatov Sergey Goga Proton solvation: competition between acetone and dimethyl sulfoxide Вісник Харківського національного університету: Серія xімія proton solvation acetone dimethyl sulfoxide quantum-chemical study energy of proton exchange |
| title | Proton solvation: competition between acetone and dimethyl sulfoxide |
| title_full | Proton solvation: competition between acetone and dimethyl sulfoxide |
| title_fullStr | Proton solvation: competition between acetone and dimethyl sulfoxide |
| title_full_unstemmed | Proton solvation: competition between acetone and dimethyl sulfoxide |
| title_short | Proton solvation: competition between acetone and dimethyl sulfoxide |
| title_sort | proton solvation competition between acetone and dimethyl sulfoxide |
| topic | proton solvation acetone dimethyl sulfoxide quantum-chemical study energy of proton exchange |
| url | https://periodicals.karazin.ua/chemistry/article/view/23246 |
| work_keys_str_mv | AT alexanderlebed protonsolvationcompetitionbetweenacetoneanddimethylsulfoxide AT nikolaymchedlovpetrossyan protonsolvationcompetitionbetweenacetoneanddimethylsulfoxide AT dmitriyfilatov protonsolvationcompetitionbetweenacetoneanddimethylsulfoxide AT sergeygoga protonsolvationcompetitionbetweenacetoneanddimethylsulfoxide |