1,9a-dimethyl-1,2,9,9a-tetrahydrocarbazol-3-one | 1111088-58-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 1,9a-dimethyl-1,2,9,9a-tetrahydrocarbazol-3-one
• 英文别名: 9,9a-Dimethyl-1,2-dihydrocarbazol-3-one
• CAS: 1111088-58-4
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: JLKSPJBIGLWKAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,9a-dimethyl-1,2,9,9a-tetrahydrocarbazol-3-one 、 丙二腈 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 3.5h， 以92%的产率得到3-(dicyanomethylene)-1,9a-dimethyl-1,2,9,9a-tetrahydrocarbazole
  参考文献：
  名称：

  Synthesis and physical properties of various organic dyes derived from a single core skeleton, 1,2-dihydroindol-3-one

  摘要：

  Various organic dyes were synthesized from 1,2-dihydroindol-3-one analogue via Robinson ring annulation, which proceeded efficiently using DBU as a base to give the pi-expanded compounds. These compounds exhibited longer Stokes shifts (over 100 nm) than the 1,2-dihydroindol-3-ones (50-80 nm). Emission peaks of the obtained materials covered the 440-640 nm range. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.098
• 作为产物：
  描述：

  9a-methyl-1,2,9,9a-tetrahydrocarbazol-3-one 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以80%的产率得到1,9a-dimethyl-1,2,9,9a-tetrahydrocarbazol-3-one
  参考文献：
  名称：

  Synthesis and physical properties of various organic dyes derived from a single core skeleton, 1,2-dihydroindol-3-one

  摘要：

  Various organic dyes were synthesized from 1,2-dihydroindol-3-one analogue via Robinson ring annulation, which proceeded efficiently using DBU as a base to give the pi-expanded compounds. These compounds exhibited longer Stokes shifts (over 100 nm) than the 1,2-dihydroindol-3-ones (50-80 nm). Emission peaks of the obtained materials covered the 440-640 nm range. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.098