Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study
Relative tautomerisation energies, enthalpies, entropies, Gibbs free energies, and dipole moments for 5-methyl-2,4-dioxo-imidazolidine and its thio analogous have been studied in the gas phase using hybrid density functional at the B3LYP level of theory using 6-31(d) and 6-311+(2df,2p) basis sets wi...
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| Format: | Article |
| Language: | English |
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Wiley
2008-01-01
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| Series: | E-Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2008/135890 |
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| author | Zaki S. Safi Fakhr M. Abu-Awwad |
| author_facet | Zaki S. Safi Fakhr M. Abu-Awwad |
| author_sort | Zaki S. Safi |
| collection | DOAJ |
| description | Relative tautomerisation energies, enthalpies, entropies, Gibbs free energies, and dipole moments for 5-methyl-2,4-dioxo-imidazolidine and its thio analogous have been studied in the gas phase using hybrid density functional at the B3LYP level of theory using 6-31(d) and 6-311+(2df,2p) basis sets with full geometry optimization. A comparative investigation of their energies revealed that the keto form of the compound is the predominant tautomer with a very high tautomeric energy barrier. The findings conclude that the intramolecular prototropic tautomerisation process is thermodynamically unfavored. |
| format | Article |
| id | doaj-art-95f600e2e2d24f18b9ff18061a6de31f |
| institution | Kabale University |
| issn | 0973-4945 2090-9810 |
| language | English |
| publishDate | 2008-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | E-Journal of Chemistry |
| spelling | doaj-art-95f600e2e2d24f18b9ff18061a6de31f2025-02-03T05:58:45ZengWileyE-Journal of Chemistry0973-49452090-98102008-01-015488489310.1155/2008/135890Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional StudyZaki S. Safi0Fakhr M. Abu-Awwad1Department of Chemistry, Al Azhar University-Gaza, Gaza City, PalestineDepartment of Chemistry, The Islamic University of Gaza, Gaza City, PalestineRelative tautomerisation energies, enthalpies, entropies, Gibbs free energies, and dipole moments for 5-methyl-2,4-dioxo-imidazolidine and its thio analogous have been studied in the gas phase using hybrid density functional at the B3LYP level of theory using 6-31(d) and 6-311+(2df,2p) basis sets with full geometry optimization. A comparative investigation of their energies revealed that the keto form of the compound is the predominant tautomer with a very high tautomeric energy barrier. The findings conclude that the intramolecular prototropic tautomerisation process is thermodynamically unfavored.http://dx.doi.org/10.1155/2008/135890 |
| spellingShingle | Zaki S. Safi Fakhr M. Abu-Awwad Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study E-Journal of Chemistry |
| title | Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study |
| title_full | Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study |
| title_fullStr | Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study |
| title_full_unstemmed | Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study |
| title_short | Tautomerism of 5-Methyl Imidazolidine Thio Derivatives in the Gas Phase: A Density Functional Study |
| title_sort | tautomerism of 5 methyl imidazolidine thio derivatives in the gas phase a density functional study |
| url | http://dx.doi.org/10.1155/2008/135890 |
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