A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators

The blue bottle experiment is a collective term for autoxidation reactions catalysed by redox indicators. The reactions are characterized by their repeatable cycle of colour changes when shaken/left to stand and intricate chemical pattern formation. The blue bottle experiment is studied based on cal...

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Detalles Bibliográficos
Autores principales: Limpanuparb, Taweetham, Roongruangsree, Pakpong, Areekul, Cherprang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society Publishing 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5717635/
https://www.ncbi.nlm.nih.gov/pubmed/29291061
http://dx.doi.org/10.1098/rsos.170708
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author Limpanuparb, Taweetham
Roongruangsree, Pakpong
Areekul, Cherprang
author_facet Limpanuparb, Taweetham
Roongruangsree, Pakpong
Areekul, Cherprang
author_sort Limpanuparb, Taweetham
collection PubMed
description The blue bottle experiment is a collective term for autoxidation reactions catalysed by redox indicators. The reactions are characterized by their repeatable cycle of colour changes when shaken/left to stand and intricate chemical pattern formation. The blue bottle experiment is studied based on calculated solution-phase half-cell reduction potential of related reactions. Our investigation confirms that the reaction in various versions of the blue bottle experiment published to date is mainly the oxidation of an acyloin to a 1,2-dicarbonyl structure. In the light of the calculations, we also propose new non-acyloin reducing agents for the experiment. These results can help guide future experimental studies on the blue bottle experiment.
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spelling pubmed-57176352017-12-29 A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators Limpanuparb, Taweetham Roongruangsree, Pakpong Areekul, Cherprang R Soc Open Sci Chemistry The blue bottle experiment is a collective term for autoxidation reactions catalysed by redox indicators. The reactions are characterized by their repeatable cycle of colour changes when shaken/left to stand and intricate chemical pattern formation. The blue bottle experiment is studied based on calculated solution-phase half-cell reduction potential of related reactions. Our investigation confirms that the reaction in various versions of the blue bottle experiment published to date is mainly the oxidation of an acyloin to a 1,2-dicarbonyl structure. In the light of the calculations, we also propose new non-acyloin reducing agents for the experiment. These results can help guide future experimental studies on the blue bottle experiment. The Royal Society Publishing 2017-11-08 /pmc/articles/PMC5717635/ /pubmed/29291061 http://dx.doi.org/10.1098/rsos.170708 Text en © 2017 The Authors. http://creativecommons.org/licenses/by/4.0/ Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/, which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
Limpanuparb, Taweetham
Roongruangsree, Pakpong
Areekul, Cherprang
A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
title A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
title_full A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
title_fullStr A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
title_full_unstemmed A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
title_short A DFT investigation of the blue bottle experiment: E(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
title_sort dft investigation of the blue bottle experiment: e(∘)(half-cell) analysis of autoxidation catalysed by redox indicators
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5717635/
https://www.ncbi.nlm.nih.gov/pubmed/29291061
http://dx.doi.org/10.1098/rsos.170708
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