Preparation and Reductive Decomposition of 2-Iodoxybenzenesulfonic Acid. X-ray Crystal Structure of 1-Hydroxy-1H-1,2,3-benziodoxathiole 3,3-Dioxide
Publication type: Journal Article
Publication date: 2006-11-01
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
2-Iodoxybenzenesulfonic acid (in a cyclic tautomeric form of 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide), a thia-analog of 2-iodoxybenzoic acid (IBX) and a potentially important oxidizing reagent, was prepared by two different pathways: direct oxidation of 2-iodobenzenesulfonic acid and hydrolysis of the methyl ester of 2-iodylbenzenesulfonic acid. The resulting l-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide was found to be thermally unstable and highly reactive towards organic solvents. The structure of its reductive decomposition product, l-hydroxy-1H-1,2,3-benziodoxathiole 3,3-dioxide (the cyclic tautomeric form of 2-iodosylbenzenesulfonic acid), was established by single-crystal X-ray diffraction.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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Koposov A. Y. et al. Preparation and Reductive Decomposition of 2-Iodoxybenzenesulfonic Acid. X-ray Crystal Structure of 1-Hydroxy-1H-1,2,3-benziodoxathiole 3,3-Dioxide // European Journal of Organic Chemistry. 2006. Vol. 2006. No. 21. pp. 4791-4795.
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Koposov A. Y., Litvinov D. N., Zhdankin V. V., Ferguson M. J., McDonald R. A. J., Tykwinski R. R. Preparation and Reductive Decomposition of 2-Iodoxybenzenesulfonic Acid. X-ray Crystal Structure of 1-Hydroxy-1H-1,2,3-benziodoxathiole 3,3-Dioxide // European Journal of Organic Chemistry. 2006. Vol. 2006. No. 21. pp. 4791-4795.
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TY - JOUR
DO - 10.1002/ejoc.200600683
UR - https://doi.org/10.1002/ejoc.200600683
TI - Preparation and Reductive Decomposition of 2-Iodoxybenzenesulfonic Acid. X-ray Crystal Structure of 1-Hydroxy-1H-1,2,3-benziodoxathiole 3,3-Dioxide
T2 - European Journal of Organic Chemistry
AU - Koposov, Alexey Y
AU - Litvinov, Dmitry N.
AU - Zhdankin, Viktor V.
AU - Ferguson, M. J.
AU - McDonald, Robert A. J.
AU - Tykwinski, Rik R.
PY - 2006
DA - 2006/11/01
PB - Wiley
SP - 4791-4795
IS - 21
VL - 2006
SN - 1434-193X
SN - 1099-0690
ER -
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@article{2006_Koposov,
author = {Alexey Y Koposov and Dmitry N. Litvinov and Viktor V. Zhdankin and M. J. Ferguson and Robert A. J. McDonald and Rik R. Tykwinski},
title = {Preparation and Reductive Decomposition of 2-Iodoxybenzenesulfonic Acid. X-ray Crystal Structure of 1-Hydroxy-1H-1,2,3-benziodoxathiole 3,3-Dioxide},
journal = {European Journal of Organic Chemistry},
year = {2006},
volume = {2006},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/ejoc.200600683},
number = {21},
pages = {4791--4795},
doi = {10.1002/ejoc.200600683}
}
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MLA
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Koposov, Alexey Y., et al. “Preparation and Reductive Decomposition of 2-Iodoxybenzenesulfonic Acid. X-ray Crystal Structure of 1-Hydroxy-1H-1,2,3-benziodoxathiole 3,3-Dioxide.” European Journal of Organic Chemistry, vol. 2006, no. 21, Nov. 2006, pp. 4791-4795. https://doi.org/10.1002/ejoc.200600683.