Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline
The reactions of electrochemically generated o-quinones from oxidation of catechol and 4-methylcatechol as Michael acceptors with N-methylaniline as nucleophile have been studied using cyclic voltammetry. Voltammetric responses show that oxidation of catechols is followed by Michael addition of N-me...
Saved in:
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2013-01-01
|
| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2013/497515 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832565780821049344 |
|---|---|
| author | Lida Khalafi Mohammad Rafiee Maryam Shahbak Hamidreza Shirmohammadi |
| author_facet | Lida Khalafi Mohammad Rafiee Maryam Shahbak Hamidreza Shirmohammadi |
| author_sort | Lida Khalafi |
| collection | DOAJ |
| description | The reactions of electrochemically generated o-quinones from oxidation of catechol and 4-methylcatechol as Michael acceptors with N-methylaniline as nucleophile have been studied using cyclic voltammetry. Voltammetric responses show that oxidation of catechols is followed by Michael addition of N-methylaniline. The reaction products are believed to be diphenylamine derivatives of catechols that undergo electron transfer at more negative potentials than the catechols. The observed homogeneous rate constants for Michael addition were estimated by digital simulation and show that the reactivity of 4-methyluinone is considerably less than o-quinone. The oxidation potentials of the desired products drastically depend on the solution pH and their structures. |
| format | Article |
| id | doaj-art-5c59ca60323a4631963b05a7092e7ca8 |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2013-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-5c59ca60323a4631963b05a7092e7ca82025-02-03T01:06:44ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/497515497515Kinetic Study of the Oxidation of Catechols in the Presence of N-MethylanilineLida Khalafi0Mohammad Rafiee1Maryam Shahbak2Hamidreza Shirmohammadi3Department of Chemistry, Shahr-e-Qods Branch, Islamic Azad University, Tehran, IranDepartment of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan, IranDepartment of Chemistry, Shahr-e-Qods Branch, Islamic Azad University, Tehran, IranDepartment of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Zanjan, IranThe reactions of electrochemically generated o-quinones from oxidation of catechol and 4-methylcatechol as Michael acceptors with N-methylaniline as nucleophile have been studied using cyclic voltammetry. Voltammetric responses show that oxidation of catechols is followed by Michael addition of N-methylaniline. The reaction products are believed to be diphenylamine derivatives of catechols that undergo electron transfer at more negative potentials than the catechols. The observed homogeneous rate constants for Michael addition were estimated by digital simulation and show that the reactivity of 4-methyluinone is considerably less than o-quinone. The oxidation potentials of the desired products drastically depend on the solution pH and their structures.http://dx.doi.org/10.1155/2013/497515 |
| spellingShingle | Lida Khalafi Mohammad Rafiee Maryam Shahbak Hamidreza Shirmohammadi Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline Journal of Chemistry |
| title | Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline |
| title_full | Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline |
| title_fullStr | Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline |
| title_full_unstemmed | Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline |
| title_short | Kinetic Study of the Oxidation of Catechols in the Presence of N-Methylaniline |
| title_sort | kinetic study of the oxidation of catechols in the presence of n methylaniline |
| url | http://dx.doi.org/10.1155/2013/497515 |
| work_keys_str_mv | AT lidakhalafi kineticstudyoftheoxidationofcatecholsinthepresenceofnmethylaniline AT mohammadrafiee kineticstudyoftheoxidationofcatecholsinthepresenceofnmethylaniline AT maryamshahbak kineticstudyoftheoxidationofcatecholsinthepresenceofnmethylaniline AT hamidrezashirmohammadi kineticstudyoftheoxidationofcatecholsinthepresenceofnmethylaniline |