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Liquid-Phase Oxidation of Butene–Butane Mixtures with N2O to Ketones and Aldehydes Full article

Journal Industrial and Engineering Chemistry Research
ISSN: 0888-5885 , E-ISSN: 1520-5045
Output data Year: 2023, Volume: 62, Number: 23, Pages: 9153–9158 Pages count : 6 DOI: 10.1021/acs.iecr.3c00673
Tags Hydrocarbons, Ketones, Oxidation, Oxidation reactions, Selectivity
Authors Semikolenov Sergey V. 1 , Dubkov Konstantin A. 1
Affiliations
1 Federal Research Center, Boreskov Institute of Catalysis SB RAS, 5 Lavrentiev Ave., 630090 Novosibirsk, Russia

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation 0239-2021-0008

Abstract: Conventional methods for the production of ketones and aldehydes are usually quite complicated and require the use of specific catalysts. Thus, methyl ethyl ketone (MEK) is currently manufactured through a two-step catalytic process involving the hydration of n-butenes and dehydration of the formed alcohol. The non-catalytic oxidation of olefins with nitrous oxide (N2O) via the 1,3-dipolar cycloaddition mechanism opens a potential route for the direct synthesis of carbonyl compounds. In this work, the oxidation of the commercial butene–butane mixture (BBM) with N2O in the liquid phase at 220–260 °C and elevated pressure was studied using the gas chromatography, gas chromatography–mass spectrometry, and nuclear magnetic resonance analytical methods. It was shown that only butene isomers in BBM are selectively oxidized by N2O to yield ketones and aldehydes with a total selectivity of up to 86.6%, including MEK as the major product. During oxidation, alkyl-substituted cyclopropanes are also formed from butenes with a selectivity of up to 15%.
Cite: Semikolenov S.V. , Dubkov K.A.
Liquid-Phase Oxidation of Butene–Butane Mixtures with N2O to Ketones and Aldehydes
Industrial and Engineering Chemistry Research. 2023. V.62. N23. P.9153–9158. DOI: 10.1021/acs.iecr.3c00673 WOS Scopus РИНЦ AN OpenAlex
Dates:
Submitted: Mar 2, 2023
Accepted: May 26, 2023
Published online: Jun 5, 2023
Published print: Jun 14, 2023
Identifiers:
Web of science: WOS:001008113900001
Scopus: 2-s2.0-85163339501
Elibrary: 54147359
Chemical Abstracts: 2023:1155371
OpenAlex: W4379383635
Citing:
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Web of science 2
OpenAlex 2
Scopus 2
Elibrary 2
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