Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide
The effects of the concentrations of Me₄NCI, Pr₄NCl, Bu₄NCl, Me₄NBr, Pr₄NBr and Bu₄NBr on the rate of alkaline hydrolysis of N-(2-methoxyphenyl)phthalimide (N-2MPhPT) at 35°C and in H₂0 solvent containing 2 % (v/v) CH₃CN reveal the formation of ion-pair complexes between solvent - separated loose io...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Published: |
Faculty of Science, University of Malaya
2004
|
| Subjects: | |
| Online Access: | http://eprints.um.edu.my/8043/ http://umrefjournal.um.edu.my/public/article-view.php?id=1985 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1831447516477915136 |
|---|---|
| author | Ariffin, Azhar Khan, M.N. Leng, S.Y. |
| author_facet | Ariffin, Azhar Khan, M.N. Leng, S.Y. |
| author_sort | Ariffin, Azhar |
| building | UM Library |
| collection | Institutional Repository |
| content_provider | Universiti Malaya |
| content_source | UM Research Repository |
| continent | Asia |
| country | Malaysia |
| description | The effects of the concentrations of Me₄NCI, Pr₄NCl, Bu₄NCl, Me₄NBr, Pr₄NBr and Bu₄NBr on the rate of alkaline hydrolysis of N-(2-methoxyphenyl)phthalimide (N-2MPhPT) at 35°C and in H₂0 solvent containing 2 % (v/v) CH₃CN reveal the formation of ion-pair complexes between solvent - separated loose ion-pair forms ($M^n^+$ ⋯ $X^k^-$) and N-2MPhPT. The bulky hydrophobic tails of tetraalkylammonium salts and their halide anions inhibit the reaction by blocking the OH�?� nucleophilic attack on the reactive site of N-2MPhPT. Among all the quaternary ammonium salts, Me₄NCI showed slight inhibition only because of the shielding effect created by the methyl group is very small. However, Bu₄NBr presents the greatest inhibition on hydrolysis rate because of its strong binding affmity with N-2MPhPT. |
| format | Article |
| id | my.um.eprints-8043 |
| institution | Universiti Malaya |
| publishDate | 2004 |
| publisher | Faculty of Science, University of Malaya |
| record_format | eprints |
| spelling | my.um.eprints-80432021-04-28T07:00:13Z http://eprints.um.edu.my/8043/ Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide Ariffin, Azhar Khan, M.N. Leng, S.Y. QD Chemistry The effects of the concentrations of Me₄NCI, Pr₄NCl, Bu₄NCl, Me₄NBr, Pr₄NBr and Bu₄NBr on the rate of alkaline hydrolysis of N-(2-methoxyphenyl)phthalimide (N-2MPhPT) at 35°C and in H₂0 solvent containing 2 % (v/v) CH₃CN reveal the formation of ion-pair complexes between solvent - separated loose ion-pair forms ($M^n^+$ ⋯ $X^k^-$) and N-2MPhPT. The bulky hydrophobic tails of tetraalkylammonium salts and their halide anions inhibit the reaction by blocking the OH�?� nucleophilic attack on the reactive site of N-2MPhPT. Among all the quaternary ammonium salts, Me₄NCI showed slight inhibition only because of the shielding effect created by the methyl group is very small. However, Bu₄NBr presents the greatest inhibition on hydrolysis rate because of its strong binding affmity with N-2MPhPT. Faculty of Science, University of Malaya 2004 Article PeerReviewed Ariffin, Azhar and Khan, M.N. and Leng, S.Y. (2004) Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide. Malaysian Journal of Science, 23 (2). pp. 175-180. ISSN 1394-3065, http://umrefjournal.um.edu.my/public/article-view.php?id=1985 |
| spellingShingle | QD Chemistry Ariffin, Azhar Khan, M.N. Leng, S.Y. Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide |
| title | Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide |
| title_full | Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide |
| title_fullStr | Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide |
| title_full_unstemmed | Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide |
| title_short | Effects of tetraalkylammonium salts on alkaline hydrolysis of N-(2-Methoxyphenyl) Phthalimide |
| title_sort | effects of tetraalkylammonium salts on alkaline hydrolysis of n-(2-methoxyphenyl) phthalimide |
| topic | QD Chemistry |
| url | http://eprints.um.edu.my/8043/ http://umrefjournal.um.edu.my/public/article-view.php?id=1985 |
| url_provider | http://eprints.um.edu.my/ |