Apparent Reactivity of Bromine in Bromochloramine Depends on Synthesis Method: Implicating Bromine Chloride and Molecular Bromine as Important Bromine Species
Apparent Reactivity of Bromine in Bromochloramine Depends on Synthesis Method: Implicating Bromine Chloride and Molecular Bromine as Important Bromine Species
复制标题
溴氯胺中溴的表观反应性取决于合成方法：表明氯化溴和分子溴是重要的溴物质
DOI：
10.1061/(asce)ee.1943-7870.0002070
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发表时间：
2022
影响因子：
2.2
通讯作者：
Katz, Lynn E.
中科院分区：
文献类型：
--
作者：
Brodfuehrer, Samuel H.;Goodman, Jacob B.;Wahman, David G.;Speitel, Gerald E.;Katz, Lynn E.
含溴水的氯胺化反应生成含溴卤胺：一溴胺()、二溴胺()和溴氯胺(NHBrCl)。许多研究直接表明，在与有机水组分的氧化和取代反应中，溴胺比氯胺更活跃，因为氧化剂中的溴原子比氯原子更不稳定。然而，还没有对NHBrCl进行过类似的研究。在氧化反应和取代反应中，NHBrCl被认为与溴胺具有类似的反应活性，因为NHBrCl和溴胺一样，能迅速氧化N，N-二乙基-对苯二胺。在这项研究中，我们检测了NHBrCl与酚红的反应性，以确定NHBrCl在分离的取代反应中是否像溴胺一样容易反应。用两种方法合成了NHBrCl2，以评价NHBrCl2或高活性中间体溴氯化物(BrCl2)和分子溴()是否对酚红的溴代换起了作用。在生成NHBrCl的溶液中，NHBrCl的活性比酚红的溴化胺小得多，BrCl3和BrCl2似乎是真正的溴化剂。这项工作强调了重新检查含溴氯胺化水中真正的溴化剂的必要性。
The chloramination of bromide containing waters results in the formation of bromine containing haloamines: monobromamine (), dibromamine (), and bromochloramine (NHBrCl). Many studies have directly shown that bromamines are more reactive than chloramines in oxidation and substitution reactions with organic water constituents because the bromine atom in oxidants is more labile than the chlorine atom. However, similar studies have not been performed with NHBrCl. It has been assumed that NHBrCl has similar reactivity as bromamines with organic constituents in both oxidation and substitution reactions because NHBrCl, like bromamines, rapidly oxidizes N,N-diethyl-p-phenylenediamine. In this study, we examined the reactivity of NHBrCl with phenol red to determine if NHBrCl reacts as readily as bromamines in an isolated substitution reaction. NHBrCl was synthesized two ways to assess whether NHBrCl or the highly reactive intermediates, bromine chloride (BrCl) and molecular bromine (), were responsible for bromine substitution of phenol red. NHBrCl was found to be much less reactive than bromamines with phenol red and that BrCl andappeared to be the true brominating agents in solutions where NHBrCl is formed. This work highlights the need to reexamine what the true brominating agents are in chloraminated waters containing bromide.