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Kinetics and mechanism of oxidation of alcohols

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Abstract

This paper describes the kinetics and mechanism of oxidation of several monohydric alcohols to the corresponding aldehydes and ketones by bis(quinuclidine)bromine(I) bromide in the presence of pyridinium trifluoroacetate. All evidence from the thermodynamic parameters, deuterium kinetic isotope effect, and Hammett reaction constants supports a two-step mechanism and suggests that the transfer of hydride ion from the substrate to the oxidant is the rate-determining step.

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Acknowledgments

The author thanks Mr. Mohanad Al-Darawshah and Mr. Ibrahim Shalash at the Chemistry Department, Birzeit University, for their help with the drawings.

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Authors and Affiliations

  1. Chemistry Department, Birzeit University, Birzeit, Palestine

    Abdulhameed Laila

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  1. Abdulhameed Laila
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Correspondence to Abdulhameed Laila.

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Laila, A. Kinetics and mechanism of oxidation of alcohols. Monatsh Chem 144, 307–312 (2013). https://doi.org/10.1007/s00706-012-0826-1

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  • DOI: https://doi.org/10.1007/s00706-012-0826-1

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