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Interaction of 2,2,6,6-tetramethylpiperidine-1-oxyl chloritewith alcohols

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Abstract

The kinetics of the oxidation of a series of alcohols (viz., ethanol, propan-2-ol, butan-1-ol, butan-2-ol, heptan-4-ol, decan-2-ol, propan-1,3-diol, butan-2,3-diol, cyclohexanol, benzyl alcohol, and borneol) with the oxoammonium salt 2,2,6,6-tetramethylpiperidine-1-oxyl chlorite in acetonitrile was studied by spectrophotometry. The products of oxidation of primary alcohols are the corresponding aldehydes and carboxylic acids, and the products of oxidation of secondary alcohols are ketones. The reaction rate is described by the second order equation. The rate constants and activation parameters were determined. The rate constant as a function of the alcohol nature is described by the one-parameter Taft equation.

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Ganiev, I.M., Suvorkina, E.S., Igoshina, A.V. et al. Interaction of 2,2,6,6-tetramethylpiperidine-1-oxyl chloritewith alcohols. Russian Chemical Bulletin 51, 982–985 (2002). https://doi.org/10.1023/A:1019605500703

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