Abou Mehrez O, Dossier-Berne F, Legube B
a Equipe Eaux-Géochimie organique-Santé, Ecole Nationale Supérieure d'Ingénieurs de Poitiers , Institut de Chimie des Milieux et Matériaux de Poitiers, Université de Poitiers , CNRS UMR 7285, 1 rue Marcel Doré, TSA 41105, 86073 Poitiers cedex 9 , France.
Environ Technol. 2015;36(17):2255-63. doi: 10.1080/09593330.2015.1025859. Epub 2015 Apr 1.
Aminophenols (AP) are synthetic intermediates in pharmaceutical, photographic and chemical dye industry. They can be released into the environment from wastewater and can react during water treatment processes. Therefore, it was interesting to study the oxidation of AP with chlorine and monochloramine in aqueous solution. In particular, the chlorination and monochloramination of 3-aminophenol (3AP) were investigated, and the formation of first by-products and kinetic rates were determined. The chlorination rate was 3.6 × 10(5) times greater than the monochloramination rate at pH 8.6. Two reaction pathways can explain the variation of the monochloramination apparent rate constant with pH. The first one was an electrophilic substitution of Cl(+) on the aromatic ring of the non-ionized 3AP, leading to the formation of chloroaminophenol, with an individual rate constant of 6.7 × 10(2) M(-1) h(-1). The second reaction pathway was a monochloramine attack on the amino group of 3AP catalyzed at acidic pH with an individual rate constant of 9.2 × 10(9) × M(-2) × h(-1).
氨基酚（AP）是制药、摄影和化学染料行业的合成中间体。它们可通过废水排放到环境中，并在水处理过程中发生反应。因此，研究水溶液中AP与氯和一氯胺的氧化反应很有意义。特别地，研究了3-氨基酚（3AP）的氯化和一氯胺化反应，并确定了初级副产物的形成和动力学速率。在pH 8.6时，氯化速率比一氯胺化速率大3.6×10⁵倍。两种反应途径可以解释一氯胺化表观速率常数随pH的变化。第一种是Cl⁺对未电离的3AP芳环进行亲电取代，生成氯代氨基酚，其个体速率常数为6.7×10² M⁻¹ h⁻¹。第二种反应途径是在酸性pH条件下，一氯胺对3AP的氨基进行攻击，其个体速率常数为9.2×10⁹ M⁻² h⁻¹。
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