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Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde

Oxidation of alcohols plays an important role in industrial chemistry. Novel green techniques, such as sonochemistry, could be economically interesting by improving industrial synthesis yield. In this paper, we studied the selective oxidation of benzyl alcohol as a model of aromatic alcohol compound...

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Autores principales: Chevallier, Marion L., Dessolin, Sarah, Serres, Fanny, Bruyas, Lucile, Chatel, Gregory
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891642/
https://www.ncbi.nlm.nih.gov/pubmed/31744122
http://dx.doi.org/10.3390/molecules24224157
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author Chevallier, Marion L.
Dessolin, Sarah
Serres, Fanny
Bruyas, Lucile
Chatel, Gregory
author_facet Chevallier, Marion L.
Dessolin, Sarah
Serres, Fanny
Bruyas, Lucile
Chatel, Gregory
author_sort Chevallier, Marion L.
collection PubMed
description Oxidation of alcohols plays an important role in industrial chemistry. Novel green techniques, such as sonochemistry, could be economically interesting by improving industrial synthesis yield. In this paper, we studied the selective oxidation of benzyl alcohol as a model of aromatic alcohol compound under various experimental parameters such as substrate concentration, oxidant nature and concentration, catalyst nature and concentration, temperature, pH, reaction duration, and ultrasound frequency. The influence of each parameter was studied with and without ultrasound to identify the individual sonochemical effect on the transformation. Our main finding was an increase in the yield and selectivity for benzaldehyde under ultrasonic conditions. Hydrogen peroxide and iron sulfate were used as green oxidant and catalyst. Coupled with ultrasound, these conditions increased the benzaldehyde yield by +45% compared to silent conditions. Investigation concerning the transformation mechanism revealed the involvement of radical species.
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spelling pubmed-68916422019-12-12 Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde Chevallier, Marion L. Dessolin, Sarah Serres, Fanny Bruyas, Lucile Chatel, Gregory Molecules Article Oxidation of alcohols plays an important role in industrial chemistry. Novel green techniques, such as sonochemistry, could be economically interesting by improving industrial synthesis yield. In this paper, we studied the selective oxidation of benzyl alcohol as a model of aromatic alcohol compound under various experimental parameters such as substrate concentration, oxidant nature and concentration, catalyst nature and concentration, temperature, pH, reaction duration, and ultrasound frequency. The influence of each parameter was studied with and without ultrasound to identify the individual sonochemical effect on the transformation. Our main finding was an increase in the yield and selectivity for benzaldehyde under ultrasonic conditions. Hydrogen peroxide and iron sulfate were used as green oxidant and catalyst. Coupled with ultrasound, these conditions increased the benzaldehyde yield by +45% compared to silent conditions. Investigation concerning the transformation mechanism revealed the involvement of radical species. MDPI 2019-11-16 /pmc/articles/PMC6891642/ /pubmed/31744122 http://dx.doi.org/10.3390/molecules24224157 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Chevallier, Marion L.
Dessolin, Sarah
Serres, Fanny
Bruyas, Lucile
Chatel, Gregory
Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
title Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
title_full Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
title_fullStr Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
title_full_unstemmed Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
title_short Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
title_sort effect of ultrasound on the green selective oxidation of benzyl alcohol to benzaldehyde
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891642/
https://www.ncbi.nlm.nih.gov/pubmed/31744122
http://dx.doi.org/10.3390/molecules24224157
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