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Formation of chloroform during chlorination of alanine in drinking water

机译：饮用水中丙氨酸氯化过程中氯仿的形成

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摘要

Currently, dissolved nitrogenous organic matters in water, important precursors of disinfection by-products (DBPs), are of significant concern. This study was to explore the formation of chloroform (CF) during chlorination of alanine (Ala), an important nitrogenous organic compound commonly present in water sources. Our results indicated that the CF yield reached a maximum value of 0.143% at the molar ratio of chlorine atom to nitrogen atom (Cl/N) = 1.0 over a Cl/N range of 0.2-5.0 (pH = 7.0, reaction time = 5 d, and initial Ala = 0.1 mM). At an acidic-neutral condition (pH 4-7), the formation of CF was suppressed. However, the highest CF yield (0.227%) occurred at weakly alkaline condition (pH 8.0) (initial Ala = 0.1 mM, and Cl/N = 1.0). The increase of Br~- in water can increase total trihalomethanes (THMs) and bromo-THMs. However, the bromo-THMs level reached a plateau at Br~-/Cl ＞ 0.04. Finally, based on the computation of frontier electron density and identification and measurement of key intermediates during Ala chlorination, we proposed a formation pathway of CF from Ala chlorination: Ala → monochloro-N-alanine (MC-N-Ala) → acetaldehyde (AAld) → monochloroacetaldehyde acetaldehyde (MCAld) → dichlo-roacetaldehyde (DCAld) → trichloroacetaldehyde (TCAld) → CF.
机译：当前，作为消毒副产物（DBP）的重要前体的水中溶解的含氮有机物备受关注。这项研究旨在探索丙氨酸（Ala）氯化过程中氯仿（CF）的形成，丙氨酸是一种常见于水源中的重要含氮有机化合物。我们的结果表明，在氯原子与氮原子的摩尔比（Cl / N）= 1.0时，在0.2 / 5.0的Cl / N范围内（pH = 7.0，反应时间= 5），CF收率达到了0.143％的最大值。 d，初始Ala = 0.1 mM）。在酸性中性条件（pH 4-7）下，CF的形成受到抑制。但是，在弱碱性条件下（pH 8.0）（初始Ala = 0.1 mM，Cl / N = 1.0），出现了最高的CF产量（0.227％）。水中Br〜-的增加会增加总三卤甲烷（THMs）和溴代THMs。然而，溴代THMs水平在Br〜-/ Cl＞ 0.04时达到平稳。最后，基于Ala氯化过程中前沿电子密度的计算以及关键中间体的鉴定和测量，我们提出了Ala氯化过程中CF的形成途径：Ala→一氯-N-丙氨酸（MC-N-Ala）→乙醛（AAld ）→一氯乙醛乙醛（MCAld）→二氯罗乙醛（DCAld）→三氯乙醛（TCAld）→CF.

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  • 来源
    《Chemosphere》 |2009年第10期|1346-1351|共6页
  • 作者

    Wen-Hai Chu; Nai-Yun Gao; Yang Deng; Bing-Zhi Dong;

  • 作者单位

    State Key Laboratory of Pollution Control and Resources Reuse, College of Environmental Science and Engineering, Tongji University, Shanghai 200092, China;

    State Key Laboratory of Pollution Control and Resources Reuse, College of Environmental Science and Engineering, Tongji University, Shanghai 200092, China;

    Department of Civil Engineering and Surveying, University of Puerto Rico, P. O. Box 9041, Mayaguez, PR 00681-9041, USA;

    State Key Laboratory of Pollution Control and Resources Reuse, College of Environmental Science and Engineering, Tongji University, Shanghai 200092, China;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

    disinfection by-products; trihalomethanes; dissolved organic nitrogen; alanine; formation pathway;

    机译：消毒副产品;三卤甲烷溶解的有机氮丙氨酸形成途径;

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