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首页> 外文期刊>Environmental toxicology and chemistry >ENVIRONMENTAL PROPERTIES OF PENTAFLUOROSULFANYL COMPOUNDS: PHYSICAL PROPERTIES AND PHOTODEGRADATION
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ENVIRONMENTAL PROPERTIES OF PENTAFLUOROSULFANYL COMPOUNDS: PHYSICAL PROPERTIES AND PHOTODEGRADATION

机译:五氟磺酰基化合物的环境性质:物理性质和光降解

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摘要

The pentafluorosulfanyl (SF_5) functional group was investigated from an environmental perspective to ascertain its physical properties and photolytic fate. Five aromatic probe compounds were compared with their trifluoromethyl analogs. Water solubilities for SF_5 compounds ranged from 78 mg/L to 2.4 g/L. Octanol-water partitioning coefficients ranged from log K_(OW) = 2.9 to 3.6, all of which were approximately 0.5 to 0.6 log units more hydrophobic than their trifluoromethyl analogs. The direct photolytic fate of SF_5 compounds was studied, and the SF_5 group was found to completely degrade using actinic radiation with hourly half-lives. The reaction was followed by high-performance liquid chromatography with a UV-visible detector, ~(19)F nuclear magnetic resonance spectroscopy, and high-resolution mass spectrometry. It was found that five equivalents of fluoride were released to form a benzenesulfonate as a final product of photodegradation. Finally, an SF_5 analog of fluometuron, a potentially new herbicide, was synthesized and likewise photolyzed. The present study provides the first evidence that pentafluorosulfanyl can degrade under mild, environmentally relevant conditions.
机译:从环境角度研究了五氟硫烷基(SF_5)官能团,以确定其物理性质和光解命运。将五种芳香族探针化合物与其三氟甲基类似物进行了比较。 SF_5化合物的水溶性范围为78 mg / L至2.4 g / L。辛醇-水的分配系数在log K_(OW)= 2.9至3.6范围内,所有这些分子的疏水性均比其三氟甲基类似物高0.5至0.6 log个单位。研究了SF_5化合物的直接光解命运,发现SF_5基团通过光化辐射具有每小时半衰期而完全降解。反应之后是带有紫外可见检测器的高效液相色谱,〜(19)F核磁共振波谱和高分辨率质谱。发现释放出五当量的氟化物以形成苯磺酸盐作为光降解的最终产物。最后,合成了氟美隆的SF_5类似物(一种潜在的新型除草剂),并进行了光解。本研究提供了第一个证据,证明五氟硫基可以在温和的环境相关条件下降解。

著录项

  • 来源
    《Environmental toxicology and chemistry》 |2009年第9期|1866-1873|共8页
  • 作者单位

    Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada;

    Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada;

  • 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);
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

    photolysis; fluorine; partitioning; emerging pollutant;

    机译:光解氟;分区新兴污染物;

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