A simple computational approach for pKa calculation of organosulfur compounds
The present work is related to predicting the pKa values of organosulfur compounds through the density functional theory (DFT). In this study, 22 organosulfur compounds were considered to calculate the theoretical pKa values. The main emphasis was given on the substitution of different groups on the...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2021-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2021/0352-51392000042A.pdf |
| _version_ | 1819226102830202880 |
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| author | Ali Syed Tahir Choudhary Aneesa Khalil Majid Syed Zubair Arif |
| author_facet | Ali Syed Tahir Choudhary Aneesa Khalil Majid Syed Zubair Arif |
| author_sort | Ali Syed Tahir |
| collection | DOAJ |
| description | The present work is related to predicting the pKa values of organosulfur compounds through the density functional theory (DFT). In this study, 22 organosulfur compounds were considered to calculate the theoretical pKa values. The main emphasis was given on the substitution of different groups on the sulfur atom. The computations were performed in the presence of dimethyl sulfoxide (DMSO) as solvent. Experimentally, the order of increase of acidity is; sulfides < sulfoxides < sulfones. The herein computed pKa values also follow the same order. The theoretical pKa values were computed using the DFT method B3LYP, with the basis sets 6-31G(d), 6-31+G(d,p) and the IEFPCM bulk solvation model. The majority of the pKa values computed through the diffuse function basis set were in excellent agreement with the experimental ones. Hence this computational approach, B3LYP/6-31+G(d,p)/IEFPCM, could be utilized to predict the pKa values of these types of organosulfur compounds. |
| first_indexed | 2024-12-23T10:20:09Z |
| format | Article |
| id | doaj.art-6e75888c5a234966a81827bfcd277af0 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-12-23T10:20:09Z |
| publishDate | 2021-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-6e75888c5a234966a81827bfcd277af02022-12-21T17:50:43ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212021-01-0186216517010.2298/JSC200518042A0352-51392000042AA simple computational approach for pKa calculation of organosulfur compoundsAli Syed Tahir0Choudhary Aneesa1Khalil Majid Syed2Zubair Arif3Department of Chemistry, Federal Urdu University of Arts Science and Technology, Karachi, PakistanDepartment of Chemistry, Federal Urdu University of Arts Science and Technology, Karachi, PakistanBosch Pharmaceutical Private Limited, Korangi Industrial Area, Karachi, PakistanDepartment of Environmental Science, Federal Urdu University of Arts Science and Technology, Karachi, PakistanThe present work is related to predicting the pKa values of organosulfur compounds through the density functional theory (DFT). In this study, 22 organosulfur compounds were considered to calculate the theoretical pKa values. The main emphasis was given on the substitution of different groups on the sulfur atom. The computations were performed in the presence of dimethyl sulfoxide (DMSO) as solvent. Experimentally, the order of increase of acidity is; sulfides < sulfoxides < sulfones. The herein computed pKa values also follow the same order. The theoretical pKa values were computed using the DFT method B3LYP, with the basis sets 6-31G(d), 6-31+G(d,p) and the IEFPCM bulk solvation model. The majority of the pKa values computed through the diffuse function basis set were in excellent agreement with the experimental ones. Hence this computational approach, B3LYP/6-31+G(d,p)/IEFPCM, could be utilized to predict the pKa values of these types of organosulfur compounds.http://www.doiserbia.nb.rs/img/doi/0352-5139/2021/0352-51392000042A.pdfdft methoddiffuse function basis setdmso solvent |
| spellingShingle | Ali Syed Tahir Choudhary Aneesa Khalil Majid Syed Zubair Arif A simple computational approach for pKa calculation of organosulfur compounds Journal of the Serbian Chemical Society dft method diffuse function basis set dmso solvent |
| title | A simple computational approach for pKa calculation of organosulfur compounds |
| title_full | A simple computational approach for pKa calculation of organosulfur compounds |
| title_fullStr | A simple computational approach for pKa calculation of organosulfur compounds |
| title_full_unstemmed | A simple computational approach for pKa calculation of organosulfur compounds |
| title_short | A simple computational approach for pKa calculation of organosulfur compounds |
| title_sort | simple computational approach for pka calculation of organosulfur compounds |
| topic | dft method diffuse function basis set dmso solvent |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2021/0352-51392000042A.pdf |
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