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首页> 外文期刊>Environmental Science & Technology >Oxidation of Substituted Catechols at the Air-Water Interface: Production of Carboxylic Acids, Quinones, and Polyphenols
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Oxidation of Substituted Catechols at the Air-Water Interface: Production of Carboxylic Acids, Quinones, and Polyphenols

机译：空气-水界面处的邻苯二酚的氧化：羧酸，醌和多酚的生产

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摘要

Anthropogenic activities contribute benzene, I toluene, and anisole to the environment, which in the I atmosphere are converted into the respective phenols, cresols, I and methoxyphenols by fast gas-phase reaction with hydroxyl radicals (HO*). Further processing of the latter species by HO* decreases their vapor pressure as a second hydroxyl group is incorporated to accelerate their oxidative aging at interfaces and in aqueous particles. This work shows how catechol, 1 pyrogallol, 3-methylcatechol, 4-methylcatechol, and 3-methox-ycatechol (all proxies for oxygenated aromatics derived from J benzene, toluene, and anisole) react at the air-water interface 1 with increasing 0,(g) during r_c ≈1 μβ contact time and I contrasts their potential for electron transfer and in situ production of HO* using structure-activity relationships. A unifying mechanism is provided to explain the oxidation of the five proxies, which includes the generation of semiquinone radicals. Functionalization in the presence of HO* results in the formation of polyphenols and hydroxylated quinones. Instead, fragmentation produces polyfunctional low molecular weight carboxylic acids after oxidative cleavage of the aromatic bond with two vicinal hydroxy groups to yield substituted cis,cw-muconic acids. The generation of maleinaldehydic, maleic, pyruvic, glyoxylic, and oxalic acids confirms the potential of oxy aromatics to produce light-absorbing aqueous secondary organic aerosols in the troposphere.
机译：人为活动对环境有贡献，苯，I甲苯和茴香醚会在环境中通过与羟基（HO *）的快速气相反应转化为相应的苯酚，甲酚，I和甲氧基苯酚。后一种物质通过HO *的进一步处理降低了它们的蒸气压，因为引入了第二个羟基以加速它们在界面和水性颗粒中的氧化老化。这项工作显示了邻苯二酚，1邻苯三酚，3-甲基邻苯二酚，4-甲基邻苯二酚和3-甲氧基-邻苯二酚（所有衍生自J苯，甲苯和苯甲醚的含氧芳香族化合物的代理）在空气-水界面1处的反应如何随着0的增加而反应。 ，（g）在r_c≈1μβ接触时间期间，我使用结构-活性关系对比了它们的电子转移和HO *原位生成的潜力。提供了一种统一的机制来解释五个代理的氧化，包括半醌自由基的产生。在HO *存在下的官能化导致多酚和羟基化醌的形成。取而代之的是，在芳族键被两个邻位羟基氧化裂解后，断裂生成多官能团的低分子量羧酸，从而产生取代的顺式，顺式-粘康酸。顺丁烯二醛，顺丁烯二酸，丙酮酸，乙醛酸和草酸的产生证实了含氧芳香族化合物在对流层中产生吸收光的含水有机有机气溶胶的潜力。

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  • 来源
    《Environmental Science & Technology》 |2017年第9期|4951-4959|共9页
  • 作者

    Elizabeth A. Pillar; Marcelo I. Guzman;

  • 作者单位

    Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506, United States;

    Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506, United States;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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