Solvent and substituent effects on the electrochemical oxidation of para‐ and meta‐substituted anilines |
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| Authors: | D S Bhuvaneshwari K P Elango |
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| Institution: | 1. Department of Chemistry, Gandhigram Rural Institute (Deemed University), Gandhigram 624 302, India;2. Department of Chemistry, Gandhigram Rural Institute (Deemed University), Gandhigram 624 302, IndiaDepartment of Chemistry, Gandhigram Rural Institute (Deemed University), Gandhigram 624 302, India |
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| Abstract: | Electrochemical oxidation of 15 para‐ and meta‐substituted anilines in different mole fractions of water in 2‐methylpropan‐2‐ol has been investigated in the presence of 0.1 M sulfuric acid as a supporting electrolyte. The oxidation potential data of anilines correlate well with the Brown–Okamoto's substituent constants affording a negative reaction constant. The effect of para‐ and meta‐substituents on the oxidation potential confirms to Swain's F and R, affording negative reaction constants. The oxidation potential values also correlate satisfactorily with macroscopic solvent parameter such as relative permittivity, εr. The results of Kamlet–Taft multiple correlation analysis show that specific solute–solvent interactions play a dominant role in governing the reactivity. © 2007 Wiley Periodicals, Inc. Int J Chem Kinet 39: 289–297, 2007 |
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