2,3,8,9-tetrakis(n-octyloxy)-6(5H)-phenanthridinone

• 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: 2,3,8,9-tetrakis(n-octyloxy)-6(5H)-phenanthridinone
• 英文别名: 2,3,8,9-tetraoctoxy-5H-phenanthridin-6-one
• 化学式: C₄₅H₇₃NO₅
• 分子量: 708.078
• InChiKey: FHUOZYHYBSQUNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16
• 重原子数：
  51
• 可旋转键数：
  32
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-bromo-4,5-dimethoxybenzoate 在 硝酸 、 三溴化硼 、 铁粉 、 potassium carbonate 、 4-甲基-2-戊酮 、 potassium iodide 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 98.17h， 生成 2,3,8,9-tetrakis(n-octyloxy)-6(5H)-phenanthridinone
  参考文献：
  名称：

  Discotic Liquid Crystals through Molecular Self-Assembly

  摘要：

  We have created self-assembled disk-like aggregates of predictable stoichiometry which form discotic liquid crystalline phases. Attempts to assemble multiple molecules of one compound radially about a second acting as a template failed, presumably owing to the existence of a stable crystalline phase of the template. This difficulty was obviated by the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which were expected to form disk-like dimers by analogy with pyridones. All three of these compounds form columnar hexagonal liquid crystalline phases as shown by DSC, POM, and X-ray diffraction experiments. Infrared measurements show that la-e exist as hydrogen-bonded aggregates to temperatures well above their clearing points. Intercolumnar spacing and density considerations require the discotic entities to be dimers.

  DOI：

  10.1021/ja9631108

文献信息

• Kleppinger, Ralf; Lillya, C. Peter; Yang, Changqing, Angewandte Chemie, 1995, vol. 107, # 15, p. 1762 - 1764
  作者：Kleppinger, Ralf、Lillya, C. Peter、Yang, Changqing

  DOI：——

  日期：——
• Discotic Liquid Crystals through Molecular Self-Assembly
  作者：Ralf Kleppinger、C. Peter Lillya、Changqing Yang

  DOI：10.1021/ja9631108

  日期：1997.5.1

  We have created self-assembled disk-like aggregates of predictable stoichiometry which form discotic liquid crystalline phases. Attempts to assemble multiple molecules of one compound radially about a second acting as a template failed, presumably owing to the existence of a stable crystalline phase of the template. This difficulty was obviated by the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which were expected to form disk-like dimers by analogy with pyridones. All three of these compounds form columnar hexagonal liquid crystalline phases as shown by DSC, POM, and X-ray diffraction experiments. Infrared measurements show that la-e exist as hydrogen-bonded aggregates to temperatures well above their clearing points. Intercolumnar spacing and density considerations require the discotic entities to be dimers.