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Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen

An efficient method for the synthesis of 2-ethylhexanoic acid has been reported. The method involves the 2-ethylhexanal oxidation using oxygen or air in the presence of N-hydroxyphthalimide in isobutanol as a solvent under mild conditions. A high selectivity of >99% for 2-ethylhexanoic acid was a...

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Autores principales: Czieszowic, Łukasz, Orlińska, Beata, Lisicki, Dawid, Pankalla, Ewa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10489149/
https://www.ncbi.nlm.nih.gov/pubmed/37687471
http://dx.doi.org/10.3390/ma16175778
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author Czieszowic, Łukasz
Orlińska, Beata
Lisicki, Dawid
Pankalla, Ewa
author_facet Czieszowic, Łukasz
Orlińska, Beata
Lisicki, Dawid
Pankalla, Ewa
author_sort Czieszowic, Łukasz
collection PubMed
description An efficient method for the synthesis of 2-ethylhexanoic acid has been reported. The method involves the 2-ethylhexanal oxidation using oxygen or air in the presence of N-hydroxyphthalimide in isobutanol as a solvent under mild conditions. A high selectivity of >99% for 2-ethylhexanoic acid was achieved. The influence of catalyst amount, solvent type and quantity, temperature, and reaction time on the product composition was studied. The developed method is in line with the global trends aimed at developing green oxidation processes as well as having potential for implementation in industry due to its high selectivity, cost-effective oxidizing agent, and mild reaction conditions. The use of isobutanol as a solvent is of crucial importance providing an opportunity for potential producers of 2-EHAL from butanal to employ the less valuable alcohol.
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spelling pubmed-104891492023-09-09 Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen Czieszowic, Łukasz Orlińska, Beata Lisicki, Dawid Pankalla, Ewa Materials (Basel) Article An efficient method for the synthesis of 2-ethylhexanoic acid has been reported. The method involves the 2-ethylhexanal oxidation using oxygen or air in the presence of N-hydroxyphthalimide in isobutanol as a solvent under mild conditions. A high selectivity of >99% for 2-ethylhexanoic acid was achieved. The influence of catalyst amount, solvent type and quantity, temperature, and reaction time on the product composition was studied. The developed method is in line with the global trends aimed at developing green oxidation processes as well as having potential for implementation in industry due to its high selectivity, cost-effective oxidizing agent, and mild reaction conditions. The use of isobutanol as a solvent is of crucial importance providing an opportunity for potential producers of 2-EHAL from butanal to employ the less valuable alcohol. MDPI 2023-08-23 /pmc/articles/PMC10489149/ /pubmed/37687471 http://dx.doi.org/10.3390/ma16175778 Text en © 2023 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
Czieszowic, Łukasz
Orlińska, Beata
Lisicki, Dawid
Pankalla, Ewa
Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen
title Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen
title_full Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen
title_fullStr Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen
title_full_unstemmed Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen
title_short Efficient Synthesis of 2-Ethylhexanoic Acid via N-Hydroxyphthalimide Catalyzed Oxidation of 2-Ethylhexanal with Oxygen
title_sort efficient synthesis of 2-ethylhexanoic acid via n-hydroxyphthalimide catalyzed oxidation of 2-ethylhexanal with oxygen
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10489149/
https://www.ncbi.nlm.nih.gov/pubmed/37687471
http://dx.doi.org/10.3390/ma16175778
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