Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali

t-Butylbenzylamine (t-BA) is used as a free base in the synthesis of salbutamol drug. Its mechanism of oxidation was proposed from kinetic studies. The kinetics of oxidation of t-butylbenzylamine by diperiodatoargentate(III) (DPA) was studied spectrophotometrically by monitoring decrease in absorban...

Full description

Saved in:
Bibliographic Details
Main Authors: Mahantesh A. Angadi, Suresh M. Tuwar
Format: Article
Language:English
Published: Wiley 2012-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2012/541358
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1832563989078343680
author Mahantesh A. Angadi
Suresh M. Tuwar
author_facet Mahantesh A. Angadi
Suresh M. Tuwar
author_sort Mahantesh A. Angadi
collection DOAJ
description t-Butylbenzylamine (t-BA) is used as a free base in the synthesis of salbutamol drug. Its mechanism of oxidation was proposed from kinetic studies. The kinetics of oxidation of t-butylbenzylamine by diperiodatoargentate(III) (DPA) was studied spectrophotometrically by monitoring decrease in absorbance of DPA. The reaction was found to be first order each in [DPA] and [t-BA]. The effect of alkali concentration in a wide range on rate of reaction was studied. The rate of reaction was found to be increased with increase in [OH–] in the lower range of [OH–], decreasing effect in the middle range and at higher range again increasing effect on rate of reaction was observed. The added periodate retarded the rate of reaction. The polymerization test revealed that oxidation was occurred with the intervention free radical. A suitable mechanism was proposed for a middle range of [OH–]. The active species of silver(III) periodate for all the three different stages of [OH–] are assayed. Rate law was derived and verified. The oxidative product of t-BA was characterized by LC-ESI-MS spectra.
format Article
id doaj-art-61ae116995294693bc95c8e2df06091d
institution Kabale University
issn 0973-4945
2090-9810
language English
publishDate 2012-01-01
publisher Wiley
record_format Article
series E-Journal of Chemistry
spelling doaj-art-61ae116995294693bc95c8e2df06091d2025-02-03T01:12:07ZengWileyE-Journal of Chemistry0973-49452090-98102012-01-019120321010.1155/2012/541358Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous AlkaliMahantesh A. Angadi0Suresh M. Tuwar1Department of Chemistry, Karnatak Science College, Dharwad-580 001, IndiaDepartment of Chemistry, Karnatak Science College, Dharwad-580 001, Indiat-Butylbenzylamine (t-BA) is used as a free base in the synthesis of salbutamol drug. Its mechanism of oxidation was proposed from kinetic studies. The kinetics of oxidation of t-butylbenzylamine by diperiodatoargentate(III) (DPA) was studied spectrophotometrically by monitoring decrease in absorbance of DPA. The reaction was found to be first order each in [DPA] and [t-BA]. The effect of alkali concentration in a wide range on rate of reaction was studied. The rate of reaction was found to be increased with increase in [OH–] in the lower range of [OH–], decreasing effect in the middle range and at higher range again increasing effect on rate of reaction was observed. The added periodate retarded the rate of reaction. The polymerization test revealed that oxidation was occurred with the intervention free radical. A suitable mechanism was proposed for a middle range of [OH–]. The active species of silver(III) periodate for all the three different stages of [OH–] are assayed. Rate law was derived and verified. The oxidative product of t-BA was characterized by LC-ESI-MS spectra.http://dx.doi.org/10.1155/2012/541358
spellingShingle Mahantesh A. Angadi
Suresh M. Tuwar
Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali
E-Journal of Chemistry
title Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali
title_full Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali
title_fullStr Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali
title_full_unstemmed Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali
title_short Kinetics and Mechanism of Oxidation of t-Butylbenzylamine by Diperiodatoargentate(III) in Aqueous Alkali
title_sort kinetics and mechanism of oxidation of t butylbenzylamine by diperiodatoargentate iii in aqueous alkali
url http://dx.doi.org/10.1155/2012/541358
work_keys_str_mv AT mahanteshaangadi kineticsandmechanismofoxidationoftbutylbenzylaminebydiperiodatoargentateiiiinaqueousalkali
AT sureshmtuwar kineticsandmechanismofoxidationoftbutylbenzylaminebydiperiodatoargentateiiiinaqueousalkali