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Lack of Linear Free Energy Relationships in the p-Toluenesulfonic Acid Mediated Chromium(VI) Oxidation of Organic Sulfides

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Summary.

 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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Authors and Affiliations

  1. Department of Chemistry, Annamalai University, Annamalainagar-608002, India, , , , , , IN

    Chockalingam Karunakaran & Vaithiyalingam Chidambaranathan

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  1. Chockalingam Karunakaran
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  2. Vaithiyalingam Chidambaranathan
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Received April 18, 2000. Accepted (revised) July 12, 2000

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Karunakaran, C., Chidambaranathan, V. Lack of Linear Free Energy Relationships in the p-Toluenesulfonic Acid Mediated Chromium(VI) Oxidation of Organic Sulfides. Monatshefte fuer Chemie 131, 1123–1128 (2000). https://doi.org/10.1007/s007060070019

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  • DOI: https://doi.org/10.1007/s007060070019

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