2,3,4,5,6-pentafluoro-N-(3,6-dioxocyclohexa-1,4-dien-1-yl)-N-phenylbenzamide | 1382271-29-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,4,5,6-pentafluoro-N-(3,6-dioxocyclohexa-1,4-dien-1-yl)-N-phenylbenzamide
• 英文别名: N-(3,6-dioxocyclohexa-1,4-dien-1-yl)-2,3,4,5,6-pentafluoro-N-phenylbenzamide
• CAS: 1382271-29-5
• 化学式: C₁₉H₈F₅NO₃
• 分子量: 393.269
• InChiKey: OCBAKNMWJVIUDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,5-二甲氧基苯胺 在 盐酸 、 iron(III) chloride 、 三叔丁基膦 、 三溴化硼 、 sodium hydride 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 54.33h， 生成 2,3,4,5,6-pentafluoro-N-(3,6-dioxocyclohexa-1,4-dien-1-yl)-N-phenylbenzamide
  参考文献：
  名称：

  Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system

  摘要：

  Redox-induced conformational alteration of N-aryl-N-phenylamides, in which the N-aryl group consists of a hydroquinone-p-quinone system, was examined. The reduced form bearing a dihydroxyphenyl or dimethoxyphenyl group exists mainly in the E-form, whereas the oxidized form bearing a N-benzoquinone moiety takes the Z-form both in the crystal and in solution. This redox-induced conformational alteration is associated with a marked change in optical properties. This system appears to have suitable properties for use in external redox stimulus-responsive functional switching. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.114

文献信息

• Redox-responsive conformational alteration of aromatic amides bearing N-quinonyl system
  作者：Iwao Okamoto、Yusuke Takahashi、Mika Sawamura、Mio Matsumura、Hyuma Masu、Kosuke Katagiri、Isao Azumaya、Masanori Nishino、Yukari Kohama、Nobuyoshi Morita、Osamu Tamura、Hiroyuki Kagechika、Aya Tanatani

  DOI：10.1016/j.tet.2012.04.114

  日期：2012.7

  Redox-induced conformational alteration of N-aryl-N-phenylamides, in which the N-aryl group consists of a hydroquinone-p-quinone system, was examined. The reduced form bearing a dihydroxyphenyl or dimethoxyphenyl group exists mainly in the E-form, whereas the oxidized form bearing a N-benzoquinone moiety takes the Z-form both in the crystal and in solution. This redox-induced conformational alteration is associated with a marked change in optical properties. This system appears to have suitable properties for use in external redox stimulus-responsive functional switching. (c) 2012 Elsevier Ltd. All rights reserved.