3-(4-(N,N-di(4-methoxyphenyl)amino)phenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one | 1643872-92-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(4-(N,N-di(4-methoxyphenyl)amino)phenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one
• CAS: 1643872-92-7
• 化学式: C₂₉H₂₇NO₃S
• 分子量: 469.604
• InChiKey: KHSFCKRHWGXFPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.75
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,5-二甲基-3-乙酰基噻吩 、 3-(4-(N,N-di(4-methoxyphenyl)amino)phenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 0.42h， 以48%的产率得到1,5-bis(2,5-dimethylthiophen-3-yl)-3-{4-[bis(4-methoxyphenyl)amino]phenyl}pentane-1,5-dione
  参考文献：
  名称：

  Novel photochromic and electrochromic diarylethenes bearing triphenylamine units

  摘要：

  含有三苯胺单元的新型二芳基乙烯化合物已被合成并表征，具有光致变色和电致变色性质。

  DOI：

  10.1039/c4ra01601g
• 作为产物：
  描述：

  2,5-二甲基噻吩 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 生成 3-(4-(N,N-di(4-methoxyphenyl)amino)phenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  Electrochromic properties of novel chalcones containing triphenylamine moiety

  摘要：

  A series of novel electrochromic chalcones containing triphenylamine units were synthesized by Aldol reaction and characterized by NMR, IR and MS. Their optical, electrochemical properties were investigated using UV-vis, photoluminescence spectra and cyclic voltammetry. The molecular orbital energy levels and excitation energies were calculated by quantum chemical calculation. It was found that the fluorescence intensity is decreasing with formation of charge-transfer state. The existence of electron donating group on triphenylamine unites caused a significant bathochromic shift of the UV absorption maximum and increased E-HOMO and E-LUMO. The electrochromic property of the synthesized compounds was studied by spectroelectrochemical experiments. The results showed that the chalcones containing triphenylamine moiety presented good electrochromic stability, with a color change from yellow to blue as applied potentials ranging from 0.0 to 2.8 V. The coloring and bleaching time was in the range of 2.9 -4.2 s and 1.7-3.3 s, respectively. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.02.018