N-(12-carbazol-9-yldodecyl)phthalimide | 946420-74-2

• 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: N-(12-carbazol-9-yldodecyl)phthalimide
• 英文别名: 2-(12-Carbazol-9-yldodecyl)isoindole-1,3-dione；2-(12-carbazol-9-yldodecyl)isoindole-1,3-dione
• CAS: 946420-74-2
• 化学式: C₃₂H₃₆N₂O₂
• 分子量: 480.65
• InChiKey: UTQKOSUDIOTTGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  42.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(12-carbazol-9-yldodecyl)phthalimide 在 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-benzyloxycarbonyl-L-isoleucine 12-carbazol-9-yldodecylamide
  参考文献：
  名称：

  Self-assembly of carbazole-containing gelators: alignment of the chromophore in fibrous aggregates

  摘要：

  Carbazole-containing gelators derived from L-isoleucine have been developed. They form elongated self-assembled fibers in common organic solvents and in liquid crystals, leading to the efficient gelation of these solvents. Spectroscopic studies indicate that the carbazolyl moieties are one-dimensionally stacked in the fibers. The stacking of the carbazolyl moieties is reversible by the association and dissociation of the hydrogen bonding. Moreover, anisotropically aligned fibers have been obtained in a homogeneously oriented smectic state of liquid crystals. This template behavior would serve as a versatile approach to the functionalization of self-assembled fibers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.121
• 作为产物：
  描述：

  1,12-二溴十二烷 在 sodium hydroxide 、 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 81.0h， 生成 N-(12-carbazol-9-yldodecyl)phthalimide
  参考文献：
  名称：

  Self-assembly of carbazole-containing gelators: alignment of the chromophore in fibrous aggregates

  摘要：

  Carbazole-containing gelators derived from L-isoleucine have been developed. They form elongated self-assembled fibers in common organic solvents and in liquid crystals, leading to the efficient gelation of these solvents. Spectroscopic studies indicate that the carbazolyl moieties are one-dimensionally stacked in the fibers. The stacking of the carbazolyl moieties is reversible by the association and dissociation of the hydrogen bonding. Moreover, anisotropically aligned fibers have been obtained in a homogeneously oriented smectic state of liquid crystals. This template behavior would serve as a versatile approach to the functionalization of self-assembled fibers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.121