Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium
A kinetic study on hydrolysis of N-(2'-hydroxyphenyl)phthalamic acid (1), N-(2'-methoxyphenyl)phthalamic acid (2), and N-(2'-methoxyphenyl)benzamide (3) under a highly alkaline medium gives second-order rate constants, k(OH), for the reactions of HO(-) with 1, 2, and 3 as (4.73 +/- 0....
Saved in:
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Published: |
2009
|
| Subjects: | |
| Online Access: | http://eprints.um.edu.my/8081/ http://onlinelibrary.wiley.com/store/10.1002/kin.20361/asset/20361_ftp.pdf?v=1&t=hddxmwii&s=8c96208743d346883a3c355fde04cb71fbfdbe08 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Institution: | Universiti Malaya |
| id |
my.um.eprints.8081 |
|---|---|
| record_format |
eprints |
| spelling |
my.um.eprints.80812019-08-27T06:15:44Z http://eprints.um.edu.my/8081/ Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium Ariffin, Azhar Khan, M.N. Sim, Y.L. Damit, E.F. QD Chemistry A kinetic study on hydrolysis of N-(2'-hydroxyphenyl)phthalamic acid (1), N-(2'-methoxyphenyl)phthalamic acid (2), and N-(2'-methoxyphenyl)benzamide (3) under a highly alkaline medium gives second-order rate constants, k(OH), for the reactions of HO(-) with 1, 2, and 3 as (4.73 +/- 0.36) x 10(-8) at 35 degrees C, (2.42 +/- 0.28) x 10(-6) and (5.94 +/- 0.23) x 10(-5) M(-1) s(-1) at 65 degrees C, respectively. Similar values of k(OH) for 3, N-methylbenzanilide, N-methylbenzamide, and N,N-dimethylbenzamide despite the difference between pK(a) values of aniline and ammonia of similar to 10 pK units are qualitatively explained. (C) 2008 Wiley Periodicals, Inc, Int | Chem Kinet 41: 1-11, 2009 2009 Article PeerReviewed Ariffin, Azhar and Khan, M.N. and Sim, Y.L. and Damit, E.F. (2009) Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium. International Journal of Chemical Kinetics, 41 (1). pp. 1-11. ISSN 0538-8066 http://onlinelibrary.wiley.com/store/10.1002/kin.20361/asset/20361_ftp.pdf?v=1&t=hddxmwii&s=8c96208743d346883a3c355fde04cb71fbfdbe08 10.1002/kin.20361 |
| institution |
Universiti Malaya |
| building |
UM Library |
| collection |
Institutional Repository |
| continent |
Asia |
| country |
Malaysia |
| content_provider |
Universiti Malaya |
| content_source |
UM Research Repository |
| url_provider |
http://eprints.um.edu.my/ |
| topic |
QD Chemistry |
| spellingShingle |
QD Chemistry Ariffin, Azhar Khan, M.N. Sim, Y.L. Damit, E.F. Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium |
| description |
A kinetic study on hydrolysis of N-(2'-hydroxyphenyl)phthalamic acid (1), N-(2'-methoxyphenyl)phthalamic acid (2), and N-(2'-methoxyphenyl)benzamide (3) under a highly alkaline medium gives second-order rate constants, k(OH), for the reactions of HO(-) with 1, 2, and 3 as (4.73 +/- 0.36) x 10(-8) at 35 degrees C, (2.42 +/- 0.28) x 10(-6) and (5.94 +/- 0.23) x 10(-5) M(-1) s(-1) at 65 degrees C, respectively. Similar values of k(OH) for 3, N-methylbenzanilide, N-methylbenzamide, and N,N-dimethylbenzamide despite the difference between pK(a) values of aniline and ammonia of similar to 10 pK units are qualitatively explained. (C) 2008 Wiley Periodicals, Inc, Int | Chem Kinet 41: 1-11, 2009 |
| format |
Article |
| author |
Ariffin, Azhar Khan, M.N. Sim, Y.L. Damit, E.F. |
| author_facet |
Ariffin, Azhar Khan, M.N. Sim, Y.L. Damit, E.F. |
| author_sort |
Ariffin, Azhar |
| title |
Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium |
| title_short |
Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium |
| title_full |
Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium |
| title_fullStr |
Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium |
| title_full_unstemmed |
Kinetics and Mechanism of Hydrolysis of N-(2'-Hydroxyphenyl)phthalamic Acid (1) and N-(2'-Methoxyphenyl)phthalamic Acid (2) in a highly alkaline medium |
| title_sort |
kinetics and mechanism of hydrolysis of n-(2'-hydroxyphenyl)phthalamic acid (1) and n-(2'-methoxyphenyl)phthalamic acid (2) in a highly alkaline medium |
| publishDate |
2009 |
| url |
http://eprints.um.edu.my/8081/ http://onlinelibrary.wiley.com/store/10.1002/kin.20361/asset/20361_ftp.pdf?v=1&t=hddxmwii&s=8c96208743d346883a3c355fde04cb71fbfdbe08 |
| _version_ |
1643688213262368768 |