(E)-1-(4-((4-(phenylamino)phenyl)diazenyl)phenyl)ethan-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (E)-1-(4-((4-(phenylamino)phenyl)diazenyl)phenyl)ethan-1-one
• 英文别名: (E)-1-(4-((4-(phenylamino)phenyl)diazenyl)phenyl)ethanone；1-[4-(4-anilino-phenylazo)-phenyl]-ethanone；1-[4-(4-Anilino-phenylazo)-phenyl]-aethanon；Acetophenon-(4 azo 4)-diphenylamin；4'-Anilino-4-acetyl-azobenzol
• 化学式: C₂₀H₁₇N₃O
• 分子量: 315.374
• InChiKey: OKJDINAKRCBVSG-GHVJWSGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  53.82
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-氨基苯乙酮 在 盐酸 作用下， 生成 (E)-1-(4-((4-(phenylamino)phenyl)diazenyl)phenyl)ethan-1-one
  参考文献：
  名称：

  Torrey; Mc Pherson, Journal of the American Chemical Society, 1909, vol. 31, p. 582

  摘要：

  DOI：

文献信息

• Experimental and theoretical studies on monoazo dye including diphenylamine and N-methyldiphenylamine derivatives
  作者：Tuğçe Aksungur、Fatma Erol、Nurgül Seferoğlu、Zeynel Seferoğlu

  DOI：10.1016/j.molstruc.2020.128449

  日期：2020.10

  bearing various substituents were designed and synthesized. These azo dyes were characterized by spectroscopic techniques such as 1H/13C NMR and HRMS or LCMS. Photophysical, NLO and protonation properties were investigated by experimentally and theoretically. The absorption maxima were observed in long wavelength in DMSO. The most stable tautomeric form of dyes which have tautomeric forms, were determined

  摘要 本论文设计合成了二苯胺与N-甲基二苯胺偶联制备的两个系列偶氮染料和带有各种取代基的重氮化取代苯胺。这些偶氮染料通过光谱技术如 1H/13C NMR 和 HRMS 或 LCMS 进行表征。通过实验和理论研究了光物理、非线性光学和质子化特性。在DMSO中在长波长处观察到吸收最大值。使用模型化合物确定具有互变异构形式的染料的最稳定的互变异构形式。结果表明，偶氮染料在所有使用的溶剂中均以偶氮形式稳定。对于合成染料作为光学染料的可用性，还确定了所有染料的热性能。所有化合物都是热稳定的，Td 值大于 220 °C。
• Photophysical and theoretical studies on newly synthesized N,N-diphenylamine based azo dye
  作者：Tuğçe Aksungur、Ömer Arslan、Nurgül Seferoğlu、Zeynel Seferoğlu

  DOI：10.1016/j.molstruc.2015.07.010

  日期：2015.11

  The azo-hydrazone tautomerism, solvatochromism and halochromism in diphenylamine based azo dye ((E)-1-(4-((4-(phenylamino)phenyl)diazenyl)phenyl)ethanone, DPA) were examined. The absorption wavelengths of the dye in different solvents were in the range 429-544 nm. The compound exhibits positive solvatochromism as the absorption band is red shifted with increasing solvent polarity. In addition, the absorption properties of the dye change drastically upon acidification, as the protonation of beta-nitrogen atom of the azo group increases the donor-acceptor interplay of the pi system. The experimental results are fully supported by DFT and TD-DFT calculations. Moreover, nonlinear optical properties (NLO) were also obtained by the theoretically predicted values of dipole moment (mu), polarizability (alpha) and first hyperpolarizability (beta). (C) 2015 Elsevier B.V. All rights reserved.