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Kinetics of oxidation of alcohols by chromic acid—the mechanism of the reaction

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Summary

An analysis of the various factors affecting the oxidation of secondary alcohols by chromic acid in aqueous acetic acid systems shows the following features. The formation of an ester of chromic acid is not essential to oxidation. Both structural and solvent influences from the study of a series of secondary alcohols, aliphatic as well as aromatic, suggest that in the rate-determining step of the reaction the C-H hydrogen is removed as a hydride ion. The rate-determining step involves a two-electron transfer and the reacting species can be hexavalent and pentavalent chromium. A tentative mechanism of the reaction has been suggested incorporating these features.

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Authors and Affiliations

  1. Contribution from the Department of Chemistry, Madras Christian College, Tambaram

    S. V. Anantakrishnan F.A.Sc. & N. Venkatasubramanian

Authors
  1. S. V. Anantakrishnan F.A.Sc.
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  2. N. Venkatasubramanian
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Anantakrishnan, S.V., Venkatasubramanian, N. Kinetics of oxidation of alcohols by chromic acid—the mechanism of the reaction. Proc. Indian Acad. Sci. 51, 310–318 (1960). https://doi.org/10.1007/BF03045787

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  • DOI: https://doi.org/10.1007/BF03045787

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