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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

  • DOI - Digital Object Identifier

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

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

  • 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

  • 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

  • UT code for WoS article

    000278063100021

  • EID of the result in the Scopus database