2-(4-bromo-phenyl)-5-phenyl-penta-2,4-dienenitrile | 125369-78-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-bromo-phenyl)-5-phenyl-penta-2,4-dienenitrile
• 英文别名: 4-Phenyl-1-(4-brom-phenyl)-1-cyan-butadien-(1.3)；2-(4-Brom-phenyl)-5-phenyl-penta-2,4-diennitril；(2Z,4E)-2-(4-bromophenyl)-5-phenylpenta-2,4-dienenitrile
• CAS: 125369-78-0
• 化学式: C₁₇H₁₂BrN
• 分子量: 310.193
• InChiKey: FSOZYBPQSSDUMN-LHQXNBGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-bromo-phenyl)-5-phenyl-penta-2,4-dienenitrile 在 氯仿 、 dinitrogen tetraoxide 作用下， 生成 2-(4-bromo-phenyl)-4-nitro-5-phenyl-penta-2,4-dienenitrile
  参考文献：
  名称：

  Neber; Paeschke, Chemische Berichte, 1926, vol. 59, p. 2147

  摘要：

  DOI：
• 作为产物：
  描述：

  反式肉桂醛 、 对溴苯乙腈 在 sodium methylate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 10.0h， 以60%的产率得到2-(4-bromo-phenyl)-5-phenyl-penta-2,4-dienenitrile
  参考文献：
  名称：

  Modulation of piezochromic fluorescence behavior by subtle structural change

  摘要：

  Two piezochromic molecules, (2Z,4E)-2-(4-(Diphenylamino)phenyl)-5-phenylpenta-2,4-dienenitrile (1a) and (2Z,4E)-2-(4-(acridin-10(9H)-yl)phenyl)-5-phenylpenta-2,4-dienenitrile (1b), were synthesized by using Knoevenagel and Buchwald-Hartwig cross-coupling reactions. Their piezochromic fluorescence behavior was tuned by subtle structural change. The system indicates typical intramolecular charge-transfer properties. The luminescence intensity of 1a decreased with increasing pressure with the redshift of the emission wavelength when the hydrostatic pressure in a diamond anvil cell (DAC) was applied on its crystal. However, the emission wavelength of 1b which has a methylene unit more than 1a had no obvious shift and the intensity increased gradually at the pressure range from 0.66 GPa to 5.72 GPa.

  DOI：

  10.1016/j.dyepig.2019.03.039

文献信息

• Synthesis and fluorescence property modulation of α-cyano-1,4-diphenylbutadiene derivatives containing triphenylamine structure
  作者：Pei-Ting Li、Nian-Sheng Xu、Wen-Wen Li、Chun-Lin Sun、Zi-Fa Shi、Xiao-Ping Cao、Hao-Li Zhang

  DOI：10.1016/j.dyepig.2021.110077

  日期：2022.3

  In this paper, a series of α-cyano-1,4-diphenylbutadiene derivatives containing triphenylamine structure were designed and synthesized. By changing the connection mode of the terminal diphenylamine, the angle between the donor and the acceptor was adjusted to further regulate the fluorescent wavelengths of 1a–1h from 456 nm to 621 nm in solution and 515 nm–614 nm in solid states.

  本文设计合成了一系列含有三苯胺结构的α-氰基-1,4-二苯基丁二烯衍生物。通过改变末端二苯胺的连接方式，调节供体和受体之间的角度以进一步调节1a - 1h的荧光波长，从溶液中的456 nm到621 nm和固态中的515 nm-614 nm。