sodium;(2,3,4,5,6-pentafluorophenyl)-(2,3,5,6-tetrafluoropyridin-4-yl)azanide | 80588-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: sodium;(2,3,4,5,6-pentafluorophenyl)-(2,3,5,6-tetrafluoropyridin-4-yl)azanide
• CAS: 80588-47-2
• 化学式: C₁₁F₉N₂*Na
• 分子量: 354.11
• InChiKey: XTDIWKRZTYRDOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.9
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  五氟吡啶 、 sodium;(2,3,4,5,6-pentafluorophenyl)-(2,3,5,6-tetrafluoropyridin-4-yl)azanide 在 硝酸 、 sodium methylate 作用下， 以 二甲基亚砜 为溶剂， 生成 di-N,N'-(tetrafluoropyridyl)pentafluoroaniline
  参考文献：
  名称：

  摘要：

  Rate constants of reactions between sodium salts of diarylamines N-anions and hexafluorobenzene and pentafluoropyridine in DMSO at 25 degreesC were determined. The Bronsted factors for substrates under consideration are 0.14 and 0.34 respectively. These data evidence a considerable effect of substrate electrophilicity on the reactivity of diarylamines N-anions in the SNAr reactions. Deviations of the Bronsted plot from linearity for the reactions of hexafluorobenzene with aryl-and diarylamines N-anions may be due to the difference in internal barriers of these reactions.

  DOI：

  10.1023/a:1012391231937

文献信息

• Linear Free Energy Relationships in S_NAr Reactions of Aryl and Diaryl N-Anions with Aryl Halides
  作者：V. M. Vlasov、I. A. Os'kina

  DOI：10.1023/b:rugc.0000031864.05199.b2

  日期：2004.4

  A good correlation has been established between the Bronsted coefficients beta(Nuc) and beta(ox) for reactions of aryl-containing N-anions with various aryl halides. This correlation reflects the dependence of the internal barrier of aromatic nucleophilic substitution on the oxidation potentials of nucleophiles.