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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Main Authors: Taweetham Limpanuparb, Pakpong Roongruangsree, Cherprang Areekul
Format: Article
Language:English
Published: The Royal Society 2017-01-01
Series:Royal Society Open Science
Subjects:
Online Access:https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.170708
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author Taweetham Limpanuparb
Pakpong Roongruangsree
Cherprang Areekul
author_facet Taweetham Limpanuparb
Pakpong Roongruangsree
Cherprang Areekul
author_sort Taweetham Limpanuparb
collection DOAJ
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 doaj.art-cd71174d5ef94a9eb6aa6d5cf67051692022-12-21T18:47:34ZengThe Royal SocietyRoyal Society Open Science2054-57032017-01-0141110.1098/rsos.170708170708A DFT investigation of the blue bottle experiment: E∘half-cell analysis of autoxidation catalysed by redox indicatorsTaweetham LimpanuparbPakpong RoongruangsreeCherprang AreekulThe 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.https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.170708blue bottle experimentreduction potentialdensity functional theorychemical pattern formationreaction mechanism
spellingShingle Taweetham Limpanuparb
Pakpong Roongruangsree
Cherprang Areekul
A DFT investigation of the blue bottle experiment: E∘half-cell analysis of autoxidation catalysed by redox indicators
Royal Society Open Science
blue bottle experiment
reduction potential
density functional theory
chemical pattern formation
reaction mechanism
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 blue bottle experiment
reduction potential
density functional theory
chemical pattern formation
reaction mechanism
url https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.170708
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