(2R,3R)-2-(2-硝基苯基)-3-(2,3,4,5,6-五氟苯基)环氧乙烷 | 908838-32-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: (2R,3R)-2-(2-硝基苯基)-3-(2,3,4,5,6-五氟苯基)环氧乙烷
• 英文名称: 2-(2-nitrophenyl)-3-(perfluorophenyl)oxirane
• 英文别名: (2R,3R)-2-(2-Nitrophenyl)-3-(pentafluorophenyl)oxirane；(2R,3R)-2-(2-nitrophenyl)-3-(2,3,4,5,6-pentafluorophenyl)oxirane
• CAS: 908838-32-4
• 化学式: C₁₄H₆F₅NO₃
• 分子量: 331.199
• InChiKey: XOTMTDKISAMEJE-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  五氟苯甲醛 在 dirhodium tetraacetate 四氢噻吩 、 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 52.07h， 生成 (2R,3R)-2-(2-硝基苯基)-3-(2,3,4,5,6-五氟苯基)环氧乙烷
  参考文献：
  名称：

  醛与全氟苯基重氮甲烷通过碲化钇反应，由Rh 2（OAc）4催化形成反式烯烃

  摘要：

  Rh 2（OAc）4可通过全氟苯基重氮甲烷与活化的芳基醛通过硫代叶立德中间体的反应催化含全氟苯基的反式环氧化物的形成。相反，在相同的反应条件下，通过碲化碲中间体以优异的产率获得了反式烯烃。

  DOI：

  10.1016/j.tetlet.2006.06.065

文献信息

• C–H⋯F, C–H⋯O interactions in the crystal structure of 2-(2-nitrophenyl)-3-pentafluorophenyl-oxirane and 2-pentafluorophenyl-3-phenyl-1-(p-tosyl)-aziridine
  作者：Xiu-Lian Zhang、Wei Yin、Shi-fa Zhu、Man Li Cao、Shi-Zheng Zhu

  DOI：10.1016/j.molstruc.2011.10.055

  日期：2012.1

  Existence and nature of C-H center dot center dot center dot F, C-H center dot center dot center dot O interactions in 2-(2-nitrophenyl)-3-pentafluorophenyl-oxirane (1) and 2-pentafluorophenyl-3-phenyl-1-(p-tosyl)-aziridine (2) are discussed. In compound 1 with a linear molecule, C-H center dot center dot center dot F, C-H center dot center dot center dot O hydrogen bonds assemble adjacent molecules into the two-dimensional layers, F center dot center dot center dot F, O center dot center dot center dot F interactions connect adjacent layers into three-dimensional supramolecular networks. Owing to the inductive effect of nitro group, the C-H acidity of nitrophenyl increases and the numbers of C-H center dot center dot center dot F, C-H center dot center dot center dot O hydrogen bonds also increase, C-H center dot center dot center dot F, C-H center dot center dot center dot O interactions become stronger and more important. 1D ribbons of compound 2 are stabilized by C-H center dot center dot center dot F, C-H center dot center dot center dot O intermolecular interactions. Nonplanar tritopic molecule would demand the formation of a pi center dot center dot center dot pi packing interactions between benzene rings and pentafluorobenzene rings in 2. (C) 2011 Published by Elsevier B.V.
• Rh2(OAc)4-catalyzed formation of trans-alkenes from the reaction of aldehydes with perfluorophenyl diazomethane through tellurium ylide
  作者：Shifa Zhu、Chunhui Xing、Wan Pang、Shizheng Zhu

  DOI：10.1016/j.tetlet.2006.06.065

  日期：2006.8

  Rh2(OAc)4 can catalyze the formation of perfluorophenyl-containing trans-epoxides from the reactions of perfluorophenyl diazomethane with activated aryl aldehydes through sulfur ylide intermediate. In contrast, under the same reaction conditions, trans-alkenes were obtained in excellent yield through tellurium ylide intermediates.

  Rh 2（OAc）4可通过全氟苯基重氮甲烷与活化的芳基醛通过硫代叶立德中间体的反应催化含全氟苯基的反式环氧化物的形成。相反，在相同的反应条件下，通过碲化碲中间体以优异的产率获得了反式烯烃。