Solvent and substituent effects on the electrochemical oxidation of substituted benzylamines in 2‐methylpropan‐2‐ol/water medium |
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| Authors: | A Thirumoorthi K P Elango |
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| Institution: | 1. Department of Chemistry, Karpagam College of Engineering, Coimbatore 641 032, 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 various para‐ and meta‐substituted benzylamines in different mole fractions of 2‐methylpropan‐2‐ol in water has been investigated in the presence of 0.1 M sulfuric acid as supporting electrolyte. The oxidation potential data of benzylamines correlates well with Hammett's substituent constants affording negative reaction constants (?1.112 < ρ > ?1.529). The correlation of the oxidation potential values with macroscopic solvent parameters is nonlinear, suggesting the operation of both specific and nonspecific solvent–solvent–solute interaction mechanisms. Correlation of the experimental data with Kamlet–Taft solvatochromic parameters is excellent (100r2 > 98%) and the results reveal that the reactivity is influenced by the preferential solvational effects. © 2007 Wiley Periodicals, Inc. Int J Chem Kinet 39: 371–377, 2007 |
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