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Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study

Identifikátory výsledku

  • Kód výsledku v IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F20%3A00114580" target="_blank" >RIV/00216224:14310/20:00114580 - isvavai.cz</a>

  • Výsledek na webu

    <a href="https://doi.org/10.1021/acs.est.0c05230" target="_blank" >https://doi.org/10.1021/acs.est.0c05230</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.est.0c05230" target="_blank" >10.1021/acs.est.0c05230</a>

Alternativní jazyky

  • Jazyk výsledku

    angličtina

  • Název v původním jazyce

    Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study

  • Popis výsledku v původním jazyce

    Aromatic amines are relevant aquatic organic contaminants whose photochemical transformation is affected by dissolved organic matter (DOM). The goal of this study is to elucidate the underlying mechanism of the inhibitory effect of DOM on such reactions. The selected model aromatic amine, 4-(dimethylamino)benzonitrile (DMABN), was subjected to laser flash photolysis in the presence and absence of various model photosensitizers. The produced radical cation (DMABN(.+)) was observed to react with several phenols and different types of DOM on a time scale of similar to 100 mu s. The determined second-order rate constants for the quenching of DMABN(.+) by phenols were in the range of (1.4-26) X 10(8) M-1 s(-1) and increased with increasing electron donor character of the aromatic ring substituent. For DOM, quenching rate constants increased with the phenolic content of the DOM. These results indicate the reduction of DMABN(.+) to re-form its parent compound as the basic reaction governing the inhibitory effect. In addition, the photosensitized oxidation of the sulfonamide antibiotic sulfadiazine (SDZ) was studied. The observed radical intermediate of SDZ was quenched by 4-methoxyphenol less effectively than DMABN(.+), which was attributed to the lower reduction potential of the SDZ-derived radical compared to DMABN(.+).

  • Název v anglickém jazyce

    Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study

  • Popis výsledku anglicky

    Aromatic amines are relevant aquatic organic contaminants whose photochemical transformation is affected by dissolved organic matter (DOM). The goal of this study is to elucidate the underlying mechanism of the inhibitory effect of DOM on such reactions. The selected model aromatic amine, 4-(dimethylamino)benzonitrile (DMABN), was subjected to laser flash photolysis in the presence and absence of various model photosensitizers. The produced radical cation (DMABN(.+)) was observed to react with several phenols and different types of DOM on a time scale of similar to 100 mu s. The determined second-order rate constants for the quenching of DMABN(.+) by phenols were in the range of (1.4-26) X 10(8) M-1 s(-1) and increased with increasing electron donor character of the aromatic ring substituent. For DOM, quenching rate constants increased with the phenolic content of the DOM. These results indicate the reduction of DMABN(.+) to re-form its parent compound as the basic reaction governing the inhibitory effect. In addition, the photosensitized oxidation of the sulfonamide antibiotic sulfadiazine (SDZ) was studied. The observed radical intermediate of SDZ was quenched by 4-methoxyphenol less effectively than DMABN(.+), which was attributed to the lower reduction potential of the SDZ-derived radical compared to DMABN(.+).

Klasifikace

  • Druh

    J<sub>imp</sub> - Článek v periodiku v databázi Web of Science

  • CEP obor

  • OECD FORD obor

    10403 - Physical chemistry

Návaznosti výsledku

  • Projekt

    <a href="/cs/project/GA19-08239S" target="_blank" >GA19-08239S: Spektroskopie a mikroskopie chemických látek v ledu pro environmentální a farmaceutické účely</a><br>

  • Návaznosti

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Ostatní

  • Rok uplatnění

    2020

  • Kód důvěrnosti údajů

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Údaje specifické pro druh výsledku

  • Název periodika

    Environmental Science and Technology

  • ISSN

    0013-936X

  • e-ISSN

    1520-5851

  • Svazek periodika

    54

  • Číslo periodika v rámci svazku

    23

  • Stát vydavatele periodika

    US - Spojené státy americké

  • Počet stran výsledku

    9

  • Strana od-do

    15057-15065

  • Kód UT WoS článku

    000596728600032

  • EID výsledku v databázi Scopus

    2-s2.0-85096560900