4-[(1,3,3-trimethyl-1,3-dihydroindol-2-ylidenemethyl)azo]benzaldehyde | 1268494-96-7

• 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: 4-[(1,3,3-trimethyl-1,3-dihydroindol-2-ylidenemethyl)azo]benzaldehyde
• CAS: 1268494-96-7
• 化学式: C₁₉H₁₉N₃O
• 分子量: 305.379
• InChiKey: PLVPEFNBAALWAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  45.03
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-[(1,3,3-trimethyl-1,3-dihydroindol-2-ylidenemethyl)azo]benzaldehyde 、 3-(4-羟基苯基)-2-硫代氧基-1,3-噻唑烷-4-酮 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以75%的产率得到3-(4-hydroxyphenyl)-2-thioxo-5-{4-[(1,3,3-trimethyl-1,3-dihydroindol-2-ylidenemethyl)azo]benzylidene}thiazolidin-4-one
  参考文献：
  名称：

  Synthesis and optical properties of NLO chromophores containing an indoline donor and azo linker

  摘要：

  A suite of new nonlinear optical chromophores containing an indoline donor and azo linker has been Synthesized in high yields. The methodology used allows for the incorporation of various acceptor systems, the ready isolation of the target compounds and access to materials with excellent thermal stabilities (viz = T-d 220-270 degrees C), The first hyperpolarizabilities of the compounds were measured by hyper-Raleigh scattering and all were found to have an excellent response. The highest value measured was 1640 x 10(-30) esu in DMF at 800 nm for a chromophore containing the well-known TCF acceptor system. Based on data obtained in this and other studies, there is evidence that chromophores containing indoline donors are capable of providing compounds with molecular NLO responses higher than those containing donors derived from N,N-disubstituted anilines. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.04.022
• 作为产物：
  描述：

  对氨基苯甲醛 在 硫酸 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 2.5h， 生成 4-[(1,3,3-trimethyl-1,3-dihydroindol-2-ylidenemethyl)azo]benzaldehyde
  参考文献：
  名称：

  Synthesis and optical properties of NLO chromophores containing an indoline donor and azo linker

  摘要：

  A suite of new nonlinear optical chromophores containing an indoline donor and azo linker has been Synthesized in high yields. The methodology used allows for the incorporation of various acceptor systems, the ready isolation of the target compounds and access to materials with excellent thermal stabilities (viz = T-d 220-270 degrees C), The first hyperpolarizabilities of the compounds were measured by hyper-Raleigh scattering and all were found to have an excellent response. The highest value measured was 1640 x 10(-30) esu in DMF at 800 nm for a chromophore containing the well-known TCF acceptor system. Based on data obtained in this and other studies, there is evidence that chromophores containing indoline donors are capable of providing compounds with molecular NLO responses higher than those containing donors derived from N,N-disubstituted anilines. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.04.022