N-(2,2,2-trifluoroethyl)-1,2-benzisothiazol-3-one-1,1-dioxide | 847033-52-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-(2,2,2-trifluoroethyl)-1,2-benzisothiazol-3-one-1,1-dioxide
• 英文别名: 2-(2,2,2-trifluoroethyl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide；N-(2,2,2-trifluoroethyl)saccharin；2-(2,2,2-trifluoroethyl)-1,2-benzisothiazoline-3-oxo-1,1-dioxide；1,1-Dioxo-2-(2,2,2-trifluoroethyl)-1,2-benzothiazol-3-one；1,1-dioxo-2-(2,2,2-trifluoroethyl)-1,2-benzothiazol-3-one
• CAS: 847033-52-7
• 化学式: C₉H₆F₃NO₃S
• 分子量: 265.213
• InChiKey: RUHHCVKJMLNSAY-UHFFFAOYSA-N

物化性质

• 熔点：
  132-134 °C
• 沸点：
  351.5±52.0 °C(Predicted)
• 密度：
  1.591±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2,2,2-trifluoroethyl)-1,2-benzisothiazol-3-one-1,1-dioxide 在 phosphorous (V) sulfide 作用下， 以 xylene 为溶剂， 反应 6.0h， 以92%的产率得到2-(2,2,2-trifluoroethyl)-1,2-benzisothiazoline-3-thioxo-1,1-dioxide
  参考文献：
  名称：

  BENZISOTHIAZOLINE DERIVATIVE, PLANT DISEASE CONTROL AGENT FOR AGRICULTURAL OR HORTICULTURAL USE, AND PEST CONTROL AGENT FOR AGRICULTURAL OR HORTICULTURAL USE

  摘要：

  一种用于农业或园艺用途的植物病害控制剂和一种用于农业或园艺用途的害虫控制剂，其包含苯并异噻唑啉衍生物或其盐作为活性成分，并具有以下显著效果。它们在控制农业或园艺植物病害方面非常有效，并且在控制各种害虫方面也非常有效。它们还能有效控制具有抗性的害虫。此外，它们在具有残留活性和抗雨性方面表现出色，而不会对作物造成化学损害。本发明的苯并异噻唑啉衍生物由以下通用式[I]表示。该式中的符号在说明中有定义。

  公开号：

  EP1658771A1
• 作为产物：
  描述：

  邻甲苯磺酰氯 在 chromium(VI) oxide 、 高碘酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 生成 N-(2,2,2-trifluoroethyl)-1,2-benzisothiazol-3-one-1,1-dioxide
  参考文献：
  名称：

  Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives

  摘要：

  Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium(VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl-arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6-CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted saccharin skeletons is characterized by two steps, a simple work-up procedure, a single purification and good overall yields from substituted toluene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.038

文献信息

• Traceless N‐Polyfluoroalkylation of Weakly Nucleophilic Nitrogen Containing Compounds
  作者：Laura Santos、Florian Audet、Morgan Donnard、Armen Panossian、Jean-Pierre Vors、David Bernier、Sergii Pazenok、Frederic R. Leroux

  DOI：10.1002/chem.202300792

  日期：——

  the high cost, toxicity or environmental impact of commonly used polyfluoroalkylation reagents. We report the sulfuryl fluoride (SO2F2)-mediated N-polyfluoroalkylation of weakly nucleophilic nitrogen compounds from readily available fluorinated alcohols. This method opens access to a variety of N-polyfluoroalkylated building blocks that are highly valuable for life science applications.

  由于常用多氟烷基化试剂的高成本、毒性或环境影响， N-多氟烷基化反应具有挑战性。我们报告了硫酰氟 (SO 2 F 2 ) 介导的弱亲核氮化合物的N -多氟烷基化，这些化合物来自现成的氟化醇。该方法开启了对各种N-多氟烷基化构建块的访问，这些构建块对生命科学应用具有很高的价值。
• Oxidative cyclization of N-alkyl-o-methyl-arenesulfonamides to biologically important saccharin derivatives
  作者：Liang Xu、Hong Shu、Ying Liu、Suhong Zhang、Mark L. Trudell

  DOI：10.1016/j.tet.2006.05.038

  日期：2006.8

  Various biologically important saccharin skeletons and their N-alkyl derivatives have been efficiently prepared by chromium(VI) oxide catalyzed H5IO6 oxidation of N-alkyl-o-methyl-arenesulfonamides in acetonitrile. N-tert-Butyl saccharin skeletons were easily prepared by H5IO6-CrO3 oxidation of N-tert-butyl-o-methyl arenesulfonamides in the presence of acetic anhydride. The method that furnished the novel fluoro and trifluoromethyl substituted saccharin skeletons is characterized by two steps, a simple work-up procedure, a single purification and good overall yields from substituted toluene derivatives. (c) 2006 Elsevier Ltd. All rights reserved.
• BENZISOTHIAZOLINE DERIVATIVE, PLANT DISEASE CONTROL AGENT FOR AGRICULTURAL OR HORTICULTURAL USE, AND PEST CONTROL AGENT FOR AGRICULTURAL OR HORTICULTURAL USE
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：EP1658771A1

  公开（公告）日：2006-05-24

  A plant disease control agent for agricultural or horticultural use and a pest control agent for agricultural or horticultural use, which contain a benzisothiazoline derivative or a salt thereof as an active ingredient and have the following marked effects. They are highly effective in controlling agricultural or horticultural plant diseases and are highly effective in controlling a wide range of pests. They are effective also in controlling pests having resistance. Furthermore, they are excellent in residual activity and rain resistance without causing chemical damage to crops. The benzisothiazoline derivative of the present invention is represented by the following general formula [I]. The symbols in the formula are defined in the Description.

  一种用于农业或园艺用途的植物病害控制剂和一种用于农业或园艺用途的害虫控制剂，其包含苯并异噻唑啉衍生物或其盐作为活性成分，并具有以下显著效果。它们在控制农业或园艺植物病害方面非常有效，并且在控制各种害虫方面也非常有效。它们还能有效控制具有抗性的害虫。此外，它们在具有残留活性和抗雨性方面表现出色，而不会对作物造成化学损害。本发明的苯并异噻唑啉衍生物由以下通用式[I]表示。该式中的符号在说明中有定义。