9-dodecyl-9H-carbazole-2,7-dicarbaldehyde | 423760-71-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-dodecyl-9H-carbazole-2,7-dicarbaldehyde
• 英文别名: 9-Dodecyl-9 h-carbazole-2,7-dicarbaldehyde；9-dodecylcarbazole-2,7-dicarbaldehyde
• CAS: 423760-71-8
• 化学式: C₂₆H₃₃NO₂
• 分子量: 391.554
• InChiKey: AXLVCAMNIJJAQK-UHFFFAOYSA-N

物化性质

• 沸点：
  523.9±43.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  39.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-dodecyl-9H-carbazole-2,7-dicarbaldehyde 、 碘化1,2-二甲基吡啶鎓 在 哌啶 作用下， 以 甲醇 为溶剂， 以45%的产率得到9-dodecyl-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
• 作为产物：
  描述：

  dimethyl 9H-carbazole-2,7-dicarboxylate 在 lithium aluminium tetrahydride 、 sodium hydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 16.0h， 生成 9-dodecyl-9H-carbazole-2,7-dicarbaldehyde
  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

文献信息

• Synthesis and photoluminescent properties of new cationic carbazole-containing luminophores
  作者：A. Baran、A. Plotniece、A. Sobolev、B. Vigante、M. Gosteva、V. Olkhovik

  DOI：10.1007/s10593-012-0988-0

  日期：2012.5

  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.