(E,E)-2,5-bis[2-(3,4,5-trimethoxyphenyl)ethenyl]pyrazine | 1263418-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E,E)-2,5-bis[2-(3,4,5-trimethoxyphenyl)ethenyl]pyrazine
• 英文别名: 2,5-bis[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]pyrazine
• CAS: 1263418-50-3
• 化学式: C₂₆H₂₈N₂O₆
• 分子量: 464.518
• InChiKey: LLKDJDKTVZDMMG-FIFLTTCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,5-二甲基吡嗪 、 3,4,5-三甲氧基苯甲醛 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 144.0h， 生成 (E,E)-2,5-bis[2-(3,4,5-trimethoxyphenyl)ethenyl]pyrazine
  参考文献：
  名称：

  Competition between Methoxy-Based and Pyrazine-Based Synthons in Methoxy-Substituted Distyrylpyrazines

  摘要：

  Four new methoxy-substituted derivatives of E,E-,5-bis(2-phenylethenyl)pyrazine have been synthesized. The supramolecular structures of the resulting set of five polymorphs have been studied using single-crystal X-ray diffraction to gauge the influence of the position of the methoxy groups on the organization of the molecules in the solid state, as part of an attempt to dispense with the particular polymorphism of the parent compound. The crystal packing patterns were analyzed in terms of the two pyrazine-based synthons found in the parent compound's crystal structure, the pi(pyrazine)center dot center dot center dot pi(phenyl) stacking synthon, and the pyrazine hydrogen-bonded synthon, as well as in terms of weak intermolecular interactions such as CH center dot center dot center dot O, CH center dot center dot center dot N, and CH center dot center dot center dot pi. The analysis shows that the introduction of methoxy groups in positions other than only the para position of the peripheral benzene rings successfully switches off the two synthons seen in the parent compound and that the new compounds adopt other packing strategies, based on methoxy center dot center dot center dot methoxy and -OCH3 center dot center dot center dot pi contacts. Polymorphism, however, remains.

  DOI：

  10.1021/cg101523f