2-Iodoxybenzoic acid synthesis by oxidation of 2-Iodobenzoic acid at a Boron-doped diamond anode

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Title: 2-Iodoxybenzoic acid synthesis by oxidation of 2-Iodobenzoic acid at a Boron-doped diamond anode
Author(s): Bystron, T
Horbenko, A
Syslova, K
Hii, KM
Hellgardt, K
Kelsall, GH
Item Type: Journal Article
Abstract: For the first time, the electrochemical synthesis of 2-iodoxybenzoic acid (IBX), a benign, well-established, popular and highly selective oxidising agent, is described. The objective of the work was to investigate the possibility of generating IBX electrochemically in aqueous solutions by using boron-doped diamond anodes. In 0.2 M H2SO4 aqueous solution, 2-iodobenzoic acid (IBA) was found to be oxidised at potentials >1.6 V vs. SCE, initially to 2-iodosobenzoic acid (IsBA), which was oxidised to IBX at potentials >1.8 V vs. SCE. Reductions of IBX to IsBA and IsBA to IBA occurred at similar potentials of ca. −0.7 V vs. SCE. The voltammetry results were confirmed by performing a series of batch electrolyses at different electrode potentials. Thus, depending on the electrode potential chosen, IBA can be oxidised anodically either to IsBA or IBX with 100 % overall selectivity. The only side-reaction was O2 generation, but charge yields did not decrease below 55 % even at conversions >95 %.
Publication Date: 3-Apr-2018
Date of Acceptance: 22-Jan-2018
URI: http://hdl.handle.net/10044/1/57231
DOI: https://dx.doi.org/10.1002/celc.201800027
ISSN: 2196-0216
Publisher: Wiley
Start Page: 1002
End Page: 1005
Journal / Book Title: ChemElectroChem
Volume: 5
Issue: 7
Copyright Statement: © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the accepted version of the following article, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/celc.201800027/abstract
Sponsor/Funder: Engineering & Physical Science Research Council (EPSRC)
Funder's Grant Number: EP/G027544/1
Keywords: Science & Technology
Physical Sciences
Electrochemistry
boron-doped diamond
2-iodoxybenzoic acid
2-iosodobenzoic acid
anodic oxidation
electrosynthesis
ELECTROCHEMICAL OXIDATION
IODINE COMPOUNDS
ELECTRODES
IODOBENZENE
DERIVATIVES
IBX
Publication Status: Published
Embargo Date: 2019-01-22
Online Publication Date: 2018-01-22
Appears in Collections:Faculty of Engineering
Chemistry
Catalysis and Advanced Materials
Chemical Engineering
Faculty of Natural Sciences



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