(E)-3-phenyldiazenyl-1,2-dimethyl-1H-indole | 1542217-51-5

• 分子结构分类: 有机化合物
• 英文名称: (E)-3-phenyldiazenyl-1,2-dimethyl-1H-indole
• CAS: 1542217-51-5
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: XASLTXDCEIDTAU-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.65
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1,2-二甲基吲哚 、 苯胺 在 盐酸 、 sodium nitrite 、 sodium carbonate 作用下， 以 水 、 溶剂黄146 、 丙酸 为溶剂， 反应 3.0h， 以85%的产率得到(E)-3-phenyldiazenyl-1,2-dimethyl-1H-indole
  参考文献：
  名称：

  Phenylazoindole dyes 2: The molecular structure characterizations of new phenylazo indoles derived from 1,2-dimethylindole

  摘要：

  In this study, five new phenylazo indoles derived from 1,2-dimethylindole were synthesized and characterized to evaluate the substituent effects on the molecular structures and absorption spectra. Theoretical calculations were carried out by density functional theory. The experimental and theoretical results are compared. X-ray single-crystal diffraction analyses reveal that the dyes have similar planar molecular conformation between azo and aromatic/heteroaromatic ring units but dissimilar crystal packing. The analysis of the electronic spectra showed that the electron-withdrawing groups (-Cl and -CN) were more effective than the electron-donating groups (-CH3 and -OCH3). Dyes containing electron-donating groups do not show significant changes relative to the parent dye, whereas the absorption maxima move to longer wavelengths for dyes containing electron-withdrawing groups. In addition, the absorption maxima exhibit the little bathochromic shifts for each dye with the increasing dielectric constants of the solvents. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.dyepig.2013.11.019