Lack of Linear Free Energy Relationships in the p-Toluenesulfonic Acid Mediated Chromium(VI) Oxidation of Organic Sulfides |
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| Authors: | Chockalingam Karunakaran and Vaithiyalingam Chidambaranathan |
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| Affiliation: | (1) Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, A323A, ASTeCC Building, Lexington, KY 40536, USA; |
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| Abstract: | The oxidation of methylphenyl sulfide by imidazolium dichromate in acetonitrile mediated by p-toluenesulfonic acid is first order in IDC and TsOH and zero order in MeSPh in the concentration range studied. The IDC oxidation of 14 para-, meta-, and ortho-substituted phenylmethylsulfides at 20–45°C conforms to the isokinetic relationship but not to any of the linear free energy relationships; the isokinetic temperature lies within the experimental temperature range. |
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