9-methyl-2-[2-(1-methylpyridinium-2-yl)-(E)-ethenyl]-9H-carbazole-7-carbaldehyde iodide | 1389299-12-0

• 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: 9-methyl-2-[2-(1-methylpyridinium-2-yl)-(E)-ethenyl]-9H-carbazole-7-carbaldehyde iodide
• 英文别名: 9-Methyl-2-[2-(1-methylpyridinium-2-yl)-(e)-ethenyl]-9 h-carbazole-7-carbaldehyde iodide；9-methyl-7-[(E)-2-(1-methylpyridin-1-ium-2-yl)ethenyl]carbazole-2-carbaldehyde;iodide
• CAS: 1389299-12-0
• 化学式: C₂₂H₁₉N₂O*I
• 分子量: 454.31
• InChiKey: JZRCWCKZGZJBQP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  dimethyl 9H-carbazole-2,7-dicarboxylate 在 哌啶 、 lithium aluminium tetrahydride 、 sodium hydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 16.0h， 生成 9-methyl-2-[2-(1-methylpyridinium-2-yl)-(E)-ethenyl]-9H-carbazole-7-carbaldehyde iodide 、 9-methyl-2,7-bis[2-(1-methylpyridinium-2-yl)-(E)-ethenyl]-9H-carbazole diiodide
  参考文献：
  名称：

  Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores

  摘要：

  The synthesis of a series of new pi-conjugated amphiphilic derivatives of carbazole of the "stilbene" type, substituted with N-alkylpyridinium groups at positions 2 and 7, is described. Due to the presence of polar cationic groups and nonpolar alkyl substituents, the obtained compounds are potentially capable of acting as agents for the transportation of genetic material inside a cell, and the extended and effective conjugation chain leads to the appearance of intense photoluminescence both in solutions and in biological media, making it possible to use them as cell probes. The absorption maxima of the compounds are in the region of 422-450 nm, while the luminescence maxima are in the yellow-green region at 575-617 nm.

  DOI：

  10.1007/s10593-012-0988-0