Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate

Oxidation of benzyl alcohol and some meta- and para- substituted alcohols by phenyliodoso acetate (PIA) in t-butyl alcohol–water medium (50:50) leads to the formation of corresponding benzaldehyde. The stoichiometry of the reaction was found to be 1:1. The reaction was first order each in substrate...

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Main Authors: R. Girija, S. Aruna
Format: Article
Language:English
Published: Wiley 2011-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2011/783916
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author R. Girija
S. Aruna
author_facet R. Girija
S. Aruna
author_sort R. Girija
collection DOAJ
description Oxidation of benzyl alcohol and some meta- and para- substituted alcohols by phenyliodoso acetate (PIA) in t-butyl alcohol–water medium (50:50) leads to the formation of corresponding benzaldehyde. The stoichiometry of the reaction was found to be 1:1. The reaction was first order each in substrate and oxidant concentrations. This reaction was studied at four different temperatures and the activation parameters were calculated. Correlation analysis was carried out using Taft’s and Swain’s dual substituent parameter (DSP) equation. The rate data of meta- compounds showed good correlation with (F,R) values, para-substituted benzyl alcohols showed good correlation with σIσR+ A suitable mechanism has been proposed.
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institution Kabale University
issn 0973-4945
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spelling doaj-art-deac5e23792c477c96b0ac14d253f3602025-02-03T06:42:14ZengWileyE-Journal of Chemistry0973-49452090-98102011-01-018126426810.1155/2011/783916Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso AcetateR. Girija0S. Aruna1Department of Chemistry, Queen Mary’s College, Chennai-600004, IndiaDepartment of Chemistry, Queen Mary’s College, Chennai-600004, IndiaOxidation of benzyl alcohol and some meta- and para- substituted alcohols by phenyliodoso acetate (PIA) in t-butyl alcohol–water medium (50:50) leads to the formation of corresponding benzaldehyde. The stoichiometry of the reaction was found to be 1:1. The reaction was first order each in substrate and oxidant concentrations. This reaction was studied at four different temperatures and the activation parameters were calculated. Correlation analysis was carried out using Taft’s and Swain’s dual substituent parameter (DSP) equation. The rate data of meta- compounds showed good correlation with (F,R) values, para-substituted benzyl alcohols showed good correlation with σIσR+ A suitable mechanism has been proposed.http://dx.doi.org/10.1155/2011/783916
spellingShingle R. Girija
S. Aruna
Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate
E-Journal of Chemistry
title Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate
title_full Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate
title_fullStr Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate
title_full_unstemmed Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate
title_short Kinetics and Oxidation of Substituted Benzyl Alcohols by Phenyliodoso Acetate
title_sort kinetics and oxidation of substituted benzyl alcohols by phenyliodoso acetate
url http://dx.doi.org/10.1155/2011/783916
work_keys_str_mv AT rgirija kineticsandoxidationofsubstitutedbenzylalcoholsbyphenyliodosoacetate
AT saruna kineticsandoxidationofsubstitutedbenzylalcoholsbyphenyliodosoacetate