Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation
<p>The present work reports kinetic study of the reaction of benzofuroxan and its derivatives with 2-acetylthiophene. Hammett equation was used to determine the rate of the reaction and substituent effect. Specifically, chloro, nitro and methyl substituted benzofuroxans react with α-carbonyl c...
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| Format: | Article |
| Language: | English |
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Universidade Federal de Mato Grosso do Sul
2020-05-01
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| Series: | Orbital: The Electronic Journal of Chemistry |
| Subjects: | |
| Online Access: | http://orbital.ufms.br/index.php/Chemistry/article/view/1436 |
| _version_ | 1818294113394491392 |
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| author | Damra Elhaj Mustafa Intisar Salih Ahmed |
| author_facet | Damra Elhaj Mustafa Intisar Salih Ahmed |
| author_sort | Damra Elhaj Mustafa |
| collection | DOAJ |
| description | <p>The present work reports kinetic study of the reaction of benzofuroxan and its derivatives with 2-acetylthiophene. Hammett equation was used to determine the rate of the reaction and substituent effect. Specifically, chloro, nitro and methyl substituted benzofuroxans react with α-carbonyl compounds to form a fungicidal product quinoxalines-di-<em>N</em>-oxide (phenazine <em>N</em>5, <em>N</em>10-dioxides). The effect of the benzofuroxan substituents on the reactivity was performed and monitored by a UV/Visible spectrophotometer. The rate constants of the benzofuroxan, 5-chlorobenzofuroxan, 4-nitrobenzofuroxan, 5-methylbenzofuroxan and 4,6-dinitrobenzofuroxan reactions were found to be 3.32x10<sup>-3</sup>, 4.24x10<sup>-3</sup>, 3.48x10<sup>-3</sup>, 8.03x10<sup>-3</sup> and 9.41x10<sup>-3</sup> min<sup>-1</sup> respectively. Moreover, Log k/k<sub>0</sub> against the substituent constant σ gave a linear relationship, which indicates positive effect of electron withdrawing substituent on the reaction. Therefore, the substituents have substantial effect on the reaction of benzofuroxans with 2-acetylthiophene.</p><p> </p><p>DOI: <a href="http://dx.doi.org/10.17807/orbital.v12i1.1436">http://dx.doi.org/10.17807/orbital.v12i1.1436</a></p><p> </p> |
| first_indexed | 2024-12-13T03:26:35Z |
| format | Article |
| id | doaj.art-9527ca154aa2494e9cf96746ed540ad6 |
| institution | Directory Open Access Journal |
| issn | 1984-6428 |
| language | English |
| last_indexed | 2024-12-13T03:26:35Z |
| publishDate | 2020-05-01 |
| publisher | Universidade Federal de Mato Grosso do Sul |
| record_format | Article |
| series | Orbital: The Electronic Journal of Chemistry |
| spelling | doaj.art-9527ca154aa2494e9cf96746ed540ad62022-12-22T00:01:16ZengUniversidade Federal de Mato Grosso do SulOrbital: The Electronic Journal of Chemistry1984-64282020-05-01121242910.17807/orbital.v12i1.1436600Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett EquationDamra Elhaj Mustafa0Intisar Salih Ahmed1University of BahriUniversity of Bahri<p>The present work reports kinetic study of the reaction of benzofuroxan and its derivatives with 2-acetylthiophene. Hammett equation was used to determine the rate of the reaction and substituent effect. Specifically, chloro, nitro and methyl substituted benzofuroxans react with α-carbonyl compounds to form a fungicidal product quinoxalines-di-<em>N</em>-oxide (phenazine <em>N</em>5, <em>N</em>10-dioxides). The effect of the benzofuroxan substituents on the reactivity was performed and monitored by a UV/Visible spectrophotometer. The rate constants of the benzofuroxan, 5-chlorobenzofuroxan, 4-nitrobenzofuroxan, 5-methylbenzofuroxan and 4,6-dinitrobenzofuroxan reactions were found to be 3.32x10<sup>-3</sup>, 4.24x10<sup>-3</sup>, 3.48x10<sup>-3</sup>, 8.03x10<sup>-3</sup> and 9.41x10<sup>-3</sup> min<sup>-1</sup> respectively. Moreover, Log k/k<sub>0</sub> against the substituent constant σ gave a linear relationship, which indicates positive effect of electron withdrawing substituent on the reaction. Therefore, the substituents have substantial effect on the reaction of benzofuroxans with 2-acetylthiophene.</p><p> </p><p>DOI: <a href="http://dx.doi.org/10.17807/orbital.v12i1.1436">http://dx.doi.org/10.17807/orbital.v12i1.1436</a></p><p> </p>http://orbital.ufms.br/index.php/Chemistry/article/view/14362-acetylthiophenebenzofuroxanhammett equationsubstituent effect |
| spellingShingle | Damra Elhaj Mustafa Intisar Salih Ahmed Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation Orbital: The Electronic Journal of Chemistry 2-acetylthiophene benzofuroxan hammett equation substituent effect |
| title | Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation |
| title_full | Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation |
| title_fullStr | Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation |
| title_full_unstemmed | Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation |
| title_short | Kinetic Study of the Reaction of Benzofuroxans with 2-Acetylthiophene: Effect of the Substituents on the Reaction Rate Using Hammett Equation |
| title_sort | kinetic study of the reaction of benzofuroxans with 2 acetylthiophene effect of the substituents on the reaction rate using hammett equation |
| topic | 2-acetylthiophene benzofuroxan hammett equation substituent effect |
| url | http://orbital.ufms.br/index.php/Chemistry/article/view/1436 |
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