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Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor
[Image: see text] Photocatalytic oxidative benzylic bromination with hydrobromic acid (HBr) and hydrogen peroxide (H(2)O(2)) is a green process for the synthesis of benzyl bromides, but suffers from the risk of explosion when performing it in a batch reactor. This disadvantage could be overcome by r...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8829936/ https://www.ncbi.nlm.nih.gov/pubmed/35155953 http://dx.doi.org/10.1021/acsomega.1c06737 |
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author | Liu, Lin Liu, Peng Zhang, Di Zhang, Hong-Yu Zhang, Yuecheng Zhao, Jiquan |
author_facet | Liu, Lin Liu, Peng Zhang, Di Zhang, Hong-Yu Zhang, Yuecheng Zhao, Jiquan |
author_sort | Liu, Lin |
collection | PubMed |
description | [Image: see text] Photocatalytic oxidative benzylic bromination with hydrobromic acid (HBr) and hydrogen peroxide (H(2)O(2)) is a green process for the synthesis of benzyl bromides, but suffers from the risk of explosion when performing it in a batch reactor. This disadvantage could be overcome by running the reaction in a microchannel reactor. In this work, a green and safe process for the synthesis of 2,6-dichlorobenzyl bromide (DCBB) was developed by conducting selective benzylic bromination of 2,6-dichlorotoluene (DCT) with H(2)O(2) as an oxidant and HBr as a bromine source in a microchannel reactor under light irradiation. The reaction parameters were optimized, and the conversion of DCT reached up to 98.1% with a DCBB yield of 91.4% under the optimal reaction conditions. |
format | Online Article Text |
id | pubmed-8829936 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-88299362022-02-11 Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor Liu, Lin Liu, Peng Zhang, Di Zhang, Hong-Yu Zhang, Yuecheng Zhao, Jiquan ACS Omega [Image: see text] Photocatalytic oxidative benzylic bromination with hydrobromic acid (HBr) and hydrogen peroxide (H(2)O(2)) is a green process for the synthesis of benzyl bromides, but suffers from the risk of explosion when performing it in a batch reactor. This disadvantage could be overcome by running the reaction in a microchannel reactor. In this work, a green and safe process for the synthesis of 2,6-dichlorobenzyl bromide (DCBB) was developed by conducting selective benzylic bromination of 2,6-dichlorotoluene (DCT) with H(2)O(2) as an oxidant and HBr as a bromine source in a microchannel reactor under light irradiation. The reaction parameters were optimized, and the conversion of DCT reached up to 98.1% with a DCBB yield of 91.4% under the optimal reaction conditions. American Chemical Society 2022-01-26 /pmc/articles/PMC8829936/ /pubmed/35155953 http://dx.doi.org/10.1021/acsomega.1c06737 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Liu, Lin Liu, Peng Zhang, Di Zhang, Hong-Yu Zhang, Yuecheng Zhao, Jiquan Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor |
title | Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene
to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor |
title_full | Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene
to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor |
title_fullStr | Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene
to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor |
title_full_unstemmed | Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene
to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor |
title_short | Photocatalytic Oxidative Bromination of 2,6-Dichlorotoluene
to 2,6-Dichlorobenzyl Bromide in a Microchannel Reactor |
title_sort | photocatalytic oxidative bromination of 2,6-dichlorotoluene
to 2,6-dichlorobenzyl bromide in a microchannel reactor |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8829936/ https://www.ncbi.nlm.nih.gov/pubmed/35155953 http://dx.doi.org/10.1021/acsomega.1c06737 |
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