Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study

Ozonolysis is used for oxidation of a model cyclic molecule-decalin, which may be considered as an analog of saturated cyclic molecules present in heavy oil. The conversion of decalin exceeds 50% with the highest yield of formation of acids about 15–17%. Carboxylic acids, ketones/aldehydes, and alco...

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Autores principales: Ershov, Boris G., Panich, Nadezhda M., Bykov, Gennadii L., Kustov, Alexander L., Krasovskiy, Vladimir G., Kustov, Leonid M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8469405/
https://www.ncbi.nlm.nih.gov/pubmed/34577038
http://dx.doi.org/10.3390/molecules26185565
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author Ershov, Boris G.
Panich, Nadezhda M.
Bykov, Gennadii L.
Kustov, Alexander L.
Krasovskiy, Vladimir G.
Kustov, Leonid M.
author_facet Ershov, Boris G.
Panich, Nadezhda M.
Bykov, Gennadii L.
Kustov, Alexander L.
Krasovskiy, Vladimir G.
Kustov, Leonid M.
author_sort Ershov, Boris G.
collection PubMed
description Ozonolysis is used for oxidation of a model cyclic molecule-decalin, which may be considered as an analog of saturated cyclic molecules present in heavy oil. The conversion of decalin exceeds 50% with the highest yield of formation of acids about 15–17%. Carboxylic acids, ketones/aldehydes, and alcohols are produced as intermediate products. The methods of UV-visible, transmission IR, attenuated total reflection IR-spectroscopy, NMR and mass-spectrometry were used to identify reaction products and unravel a possible reaction mechanism. The key stage of the process is undoubtedly the activation of the first C-H bond and the formation of peroxide radicals.
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spelling pubmed-84694052021-09-27 Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study Ershov, Boris G. Panich, Nadezhda M. Bykov, Gennadii L. Kustov, Alexander L. Krasovskiy, Vladimir G. Kustov, Leonid M. Molecules Article Ozonolysis is used for oxidation of a model cyclic molecule-decalin, which may be considered as an analog of saturated cyclic molecules present in heavy oil. The conversion of decalin exceeds 50% with the highest yield of formation of acids about 15–17%. Carboxylic acids, ketones/aldehydes, and alcohols are produced as intermediate products. The methods of UV-visible, transmission IR, attenuated total reflection IR-spectroscopy, NMR and mass-spectrometry were used to identify reaction products and unravel a possible reaction mechanism. The key stage of the process is undoubtedly the activation of the first C-H bond and the formation of peroxide radicals. MDPI 2021-09-13 /pmc/articles/PMC8469405/ /pubmed/34577038 http://dx.doi.org/10.3390/molecules26185565 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ershov, Boris G.
Panich, Nadezhda M.
Bykov, Gennadii L.
Kustov, Alexander L.
Krasovskiy, Vladimir G.
Kustov, Leonid M.
Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study
title Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study
title_full Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study
title_fullStr Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study
title_full_unstemmed Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study
title_short Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study
title_sort ozonation of decalin as a model saturated cyclic molecule: a spectroscopic study
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8469405/
https://www.ncbi.nlm.nih.gov/pubmed/34577038
http://dx.doi.org/10.3390/molecules26185565
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