9-octyl-9H-carbazol-1-amine | 1454710-54-3

• 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-octyl-9H-carbazol-1-amine
• CAS: 1454710-54-3
• 化学式: C₂₀H₂₆N₂
• 分子量: 294.44
• InChiKey: APZIEAVUZJKWPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.95
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  9-octyl-9H-carbazol-1-amine 、 2,3-双(2,4,5-三甲基-3-噻吩)马来酸酐 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以84%的产率得到1-(9-Octylcarbazol-1-yl)-3,4-bis(2,4,5-trimethylthiophen-3-yl)pyrrole-2,5-dione
  参考文献：
  名称：

  Carbazole N-substituent effect upon DTMA: stabilizing and photochromic modulating

  摘要：

  Dithienylmaleimide derivatives 7-27 were synthesized by introducing N-substituted carbazole for photo-stabilizing purpose, and the structures were fully confirmed. The photochromism and photo-stability were recorded via UV-vis spectra. Only ortho compounds 8-17 with N-substituents on carbazole moiety showed escalated photochromic change, while compound 7 and the para counterparts 18-27 showed no appreciable photochromism. Additionally, compounds 8-18 exhibited good photo-stability except 17 under 254 nm irradiation. The unstability of 17 may probably due to overrunning hindrance. These photochromic patterns indicated that hindrance and electronic effect mutually paid a decisive influence on the photochromism and photo-stability, which potentially exploited a new way to construct novel photochromic materials with regulable and conceivable performance. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.040
• 作为产物：
  描述：

  1-硝基-9H-咔唑 在 palladium 10% on activated carbon 、 四丁基溴化铵 、 sodium hydride 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 1.42h， 生成 9-octyl-9H-carbazol-1-amine
  参考文献：
  名称：

  Carbazole N-substituent effect upon DTMA: stabilizing and photochromic modulating

  摘要：

  Dithienylmaleimide derivatives 7-27 were synthesized by introducing N-substituted carbazole for photo-stabilizing purpose, and the structures were fully confirmed. The photochromism and photo-stability were recorded via UV-vis spectra. Only ortho compounds 8-17 with N-substituents on carbazole moiety showed escalated photochromic change, while compound 7 and the para counterparts 18-27 showed no appreciable photochromism. Additionally, compounds 8-18 exhibited good photo-stability except 17 under 254 nm irradiation. The unstability of 17 may probably due to overrunning hindrance. These photochromic patterns indicated that hindrance and electronic effect mutually paid a decisive influence on the photochromism and photo-stability, which potentially exploited a new way to construct novel photochromic materials with regulable and conceivable performance. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.040