Kinetic Evidence for the Coexistence of Zwitterionic, Neutral and Anionic Intermediates during Rearrangement of S-(2-Oxotetrahydrofuran-3-yl)-N-(4-methoxyphenyl)isothiuronium Bromide to 5-(2-Hydroxyethyl)-2-(4-methoxyphenylimino)-1,3-thiazolidin-4-one
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F10%3A39881301" target="_blank" >RIV/00216275:25310/10:39881301 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
Kinetic Evidence for the Coexistence of Zwitterionic, Neutral and Anionic Intermediates during Rearrangement of S-(2-Oxotetrahydrofuran-3-yl)-N-(4-methoxyphenyl)isothiuronium Bromide to 5-(2-Hydroxyethyl)-2-(4-methoxyphenylimino)-1,3-thiazolidin-4-one
Original language description
The kinetics and mechanism of rearrangement of S-(2-oxotetrahydrofuran-3-yl)-N-(4-methoxyphenyl)isothiuronium bromide into 5-(2-hydroxyethyl)-2-[(4-methoxyphenyl)imino]-1,3-thiazolidin-4-one have been studied under pseudo-first-order reaction conditionsin aqueous buffer solutions and in diluted HCl at 25 degrees C. Multiple breaks in the pH profile establish the formation of three different kinetically detectable intermediates T+/-, T-0 and T-. Coexistence of all three kinetically detectable intermediates is very rare and is possibly due to relatively enhanced stability of these intermediates necessitating participation of an acid for progression to products.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
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Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)
Others
Publication year
2010
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
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Volume of the periodical
75
Issue of the periodical within the volume
11
Country of publishing house
US - UNITED STATES
Number of pages
8
Pages from-to
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UT code for WoS article
000278063100021
EID of the result in the Scopus database
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