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Reactions of cyclopentanone, γ-butyrolactone, and their derivatives with α-hydroxyethyl radicals

  • Radiation Chemistry
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Abstract

The interaction of cyclopentanone, 2-cyclopentenone, 1,3-cyclopentanedione, 3-methyl-1,2-cyclopentanedione, γ-butyrolactone, 2(5H)-furanone, ascorbic acid, and 5,6-O-isopropylidenyl-2,3-O-dimethylascorbic acid with α-hydroxyethyl radicals (α-HER) generated during the radiolysis of deaerated ethanol has been studied in the continuous irradiation mode. The test compounds, except γ-butyrolactone, oxidize α-HER. 2(5H)-Furanone and 2-cyclopentenone give hydroxyethylation products via the free-radical chain mechanism. In contrast to 2(5H)-furanone and 2-cyclopentenone, ascorbic and 5,6-O-isopropylidenyl-2,3-O-dimethyl-L-ascorbic acids are weaker oxidants for α-HER and attach these radicals at the multiple carbon-carbon bonds.

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Authors and Affiliations

  1. Belarussian State University, pr. Nezavisimosti 4, Minsk, 220030, Belarus

    S. D. Brinkevich, I. A. Reztsov & O. I. Shadyro

Authors
  1. S. D. Brinkevich
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  2. I. A. Reztsov
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  3. O. I. Shadyro
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Correspondence to O. I. Shadyro.

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Original Russian Text © S.D. Brinkevich, I.A. Reztsov, O.I. Shadyro, 2014, published in Khimiya Vysokikh Energii, 2014, Vol. 48, No. 5, pp. 350–357.

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Brinkevich, S.D., Reztsov, I.A. & Shadyro, O.I. Reactions of cyclopentanone, γ-butyrolactone, and their derivatives with α-hydroxyethyl radicals. High Energy Chem 48, 303–309 (2014). https://doi.org/10.1134/S0018143914050051

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  • DOI: https://doi.org/10.1134/S0018143914050051

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