Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid
The rate of formation and disappearance of phthalic anhydride (PAn) intermediate in the aqueous cleavage of N-methoxyphthalamic acid (NMPA) under acidic pH was studied spectrophotometrically in mixed CH3CN-H2O solvents. The rate of formation of PAn from NMPA is almost independent of the change in ac...
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| Format: | Article |
| Language: | English |
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2003
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| Online Access: | http://eprints.um.edu.my/8040/1/Khan-2003-Kinetics_and_mechani.pdf |
| _version_ | 1825719474362253312 |
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| author | Ariffin, Azhar Khan, M.N. |
| author_facet | Ariffin, Azhar Khan, M.N. |
| author_sort | Ariffin, Azhar |
| collection | UM |
| description | The rate of formation and disappearance of phthalic anhydride (PAn) intermediate in the aqueous cleavage of N-methoxyphthalamic acid (NMPA) under acidic pH was studied spectrophotometrically in mixed CH3CN-H2O solvents. The rate of formation of PAn from NMPA is almost independent of the change in acetonitrile content from 20 to 70% v/v in mixed aqueous solvents. The rate constants for the formation of PAn from NMPA are similar to10-fold smaller than the corresponding rate constants for the formation of PAn from o-carboxybenzohydroxamic acid (OCBA). These observations are ascribed to the consequence of the occurrence of slightly different mechanisms in these reactions. |
| first_indexed | 2024-03-06T05:20:18Z |
| format | Article |
| id | um.eprints-8040 |
| institution | Universiti Malaya |
| language | English |
| last_indexed | 2024-03-06T05:20:18Z |
| publishDate | 2003 |
| record_format | dspace |
| spelling | um.eprints-80402019-08-27T06:08:02Z http://eprints.um.edu.my/8040/ Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid Ariffin, Azhar Khan, M.N. QD Chemistry The rate of formation and disappearance of phthalic anhydride (PAn) intermediate in the aqueous cleavage of N-methoxyphthalamic acid (NMPA) under acidic pH was studied spectrophotometrically in mixed CH3CN-H2O solvents. The rate of formation of PAn from NMPA is almost independent of the change in acetonitrile content from 20 to 70% v/v in mixed aqueous solvents. The rate constants for the formation of PAn from NMPA are similar to10-fold smaller than the corresponding rate constants for the formation of PAn from o-carboxybenzohydroxamic acid (OCBA). These observations are ascribed to the consequence of the occurrence of slightly different mechanisms in these reactions. 2003 Article PeerReviewed application/pdf en http://eprints.um.edu.my/8040/1/Khan-2003-Kinetics_and_mechani.pdf Ariffin, Azhar and Khan, M.N. (2003) Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid. Organic & Biomolecular Chemistry, 1 (8). pp. 1401-1408. DOI https://doi.org/10.1039/b300662j <https://doi.org/10.1039/b300662j>. http://pubs.rsc.org/en/content/articlepdf/2003/ob/b300662j 10.1039/b300662j |
| spellingShingle | QD Chemistry Ariffin, Azhar Khan, M.N. Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid |
| title | Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid |
| title_full | Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid |
| title_fullStr | Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid |
| title_full_unstemmed | Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid |
| title_short | Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid |
| title_sort | kinetics and mechanism of intramolecular carboxylic acid participation in the hydrolysis of n methoxyphthalamic acid |
| topic | QD Chemistry |
| url | http://eprints.um.edu.my/8040/1/Khan-2003-Kinetics_and_mechani.pdf |
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