Vione Davide, Minero Claudio, Housari Fadi, Chiron Serge
Dipartimento di Chimica Analitica, Università di Torino, Via Pietro Giuria 5, 10125 Torino, Italy.
Chemosphere. 2007 Nov;69(10):1548-54. doi: 10.1016/j.chemosphere.2007.05.071. Epub 2007 Jul 6.
2,4-Dichlorophenol (2,4-DCP) and 2,6-dichlorophenol (2,6-DCP) undergo oxidation, nitrosation and nitration in the presence of nitrate under UV irradiation. Nitration is favoured under acidic conditions, most likely because HNO(2) is formed on nitrate photolysis. The most likely photonitration pathway is the reaction between radiation-excited dichlorophenols (DCP*) and HNO(2). HNO(2) is also able to nitrate DCP in the dark with elevated yields. Irradiation also causes DCP direct photolysis, which is more efficient for the dichlorophenolate anions. The photolysis of the dichlorophenols and that of the dichlorophenolates also produce different intermediates, by dechlorination in the former and ring contraction in the latter case.
在紫外线照射下，2,4 - 二氯苯酚（2,4 - DCP）和2,6 - 二氯苯酚（2,6 - DCP）在硝酸盐存在的情况下会发生氧化、亚硝化和硝化反应。在酸性条件下硝化反应更易发生，这很可能是因为硝酸盐光解会生成HNO₂。最有可能的光硝化途径是辐射激发的二氯苯酚（DCP*）与HNO₂之间的反应。HNO₂在黑暗中也能够使二氯苯酚硝化，且产率更高。照射还会导致二氯苯酚直接光解，这对二氯酚酸根阴离子更为有效。二氯苯酚的光解以及二氯酚酸根的光解也会产生不同的中间体，前者通过脱氯产生，后者通过环收缩产生。
