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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Main Authors: Marion L. Chevallier, Sarah Dessolin, Fanny Serres, Lucile Bruyas, Gregory Chatel
Format: Article
Language:English
Published: MDPI AG 2019-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/22/4157
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author Marion L. Chevallier
Sarah Dessolin
Fanny Serres
Lucile Bruyas
Gregory Chatel
author_facet Marion L. Chevallier
Sarah Dessolin
Fanny Serres
Lucile Bruyas
Gregory Chatel
author_sort Marion L. Chevallier
collection DOAJ
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 doaj.art-1fe9e4ad5dc44f66b2fb3c5cbd954b962022-12-21T20:13:29ZengMDPI AGMolecules1420-30492019-11-012422415710.3390/molecules24224157molecules24224157Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to BenzaldehydeMarion L. Chevallier0Sarah Dessolin1Fanny Serres2Lucile Bruyas3Gregory Chatel4Univ. Savoie Mont Blanc, LCME, F-73000 Chambéry, FranceUniv. Savoie Mont Blanc, LCME, F-73000 Chambéry, FranceUniv. Savoie Mont Blanc, LCME, F-73000 Chambéry, FranceUniv. Savoie Mont Blanc, LCME, F-73000 Chambéry, FranceUniv. Savoie Mont Blanc, LCME, F-73000 Chambéry, FranceOxidation 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.https://www.mdpi.com/1420-3049/24/22/4157sonochemistryultrasoundhydroxyl radicalselective oxidationbenzyl alcoholbenzaldehyde
spellingShingle Marion L. Chevallier
Sarah Dessolin
Fanny Serres
Lucile Bruyas
Gregory Chatel
Effect of Ultrasound on the Green Selective Oxidation of Benzyl Alcohol to Benzaldehyde
Molecules
sonochemistry
ultrasound
hydroxyl radical
selective oxidation
benzyl alcohol
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 sonochemistry
ultrasound
hydroxyl radical
selective oxidation
benzyl alcohol
benzaldehyde
url https://www.mdpi.com/1420-3049/24/22/4157
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AT fannyserres effectofultrasoundonthegreenselectiveoxidationofbenzylalcoholtobenzaldehyde
AT lucilebruyas effectofultrasoundonthegreenselectiveoxidationofbenzylalcoholtobenzaldehyde
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