2,5-Ditert-butyl-7-(trifluoromethyl)phenanthridin-6-one | 875770-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,5-Ditert-butyl-7-(trifluoromethyl)phenanthridin-6-one
• 英文别名: 2,5-ditert-butyl-7-(trifluoromethyl)phenanthridin-6-one
• CAS: 875770-15-3
• 化学式: C₂₂H₂₄F₃NO
• 分子量: 375.434
• InChiKey: MWMSKXKABZLKCA-UHFFFAOYSA-N

物化性质

• 沸点：
  476.5±45.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-Ditert-butyl-7-(trifluoromethyl)phenanthridin-6-one 在 lithium aluminium tetrahydride 作用下， 以 二丁醚 为溶剂， 反应 2.0h， 以82%的产率得到2,5-ditert-butyl-7-(trifluoromethyl)-6H-phenanthridine
  参考文献：
  名称：

  Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts

  摘要：

  A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.052
• 作为产物：
  描述：

  2-三氟甲基苯甲酰氯 在 三丁基膦 、 1,3-双(二苯基膦)丙烷 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 63.0h， 生成 2,5-Ditert-butyl-7-(trifluoromethyl)phenanthridin-6-one
  参考文献：
  名称：

  Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts

  摘要：

  A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.052

文献信息

• Toward phenanthridin-2-ylidene: electrophilicity versus acidity in planar-constrained C-aryl iminium salts
  作者：Xavier Cattoën、Didier Bourissou、Guy Bertrand

  DOI：10.1016/j.tetlet.2005.11.052

  日期：2006.1

  A phenanthridinium salt was prepared in four steps, including an intramolecular CH-arylation and a hydride abstraction reaction. Treatment with sterically demanding bases does not lead to the corresponding carbene, but rather to addition products: the planar-constrained geometry significantly enhances the electrophilicity over the acidity of C-aryl iminium salts. (c) 2005 Elsevier Ltd. All rights reserved.