N‑(4‑aminophenyl)salicylidene imine | 116807-87-5

• 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: N‑(4‑aminophenyl)salicylidene imine
• 英文别名: 6-[(4-Aminoanilino)methylidene]cyclohexa-2,4-dien-1-one；2-[(4-aminophenyl)iminomethyl]phenol
• CAS: 116807-87-5
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: NQLXFZQLPAVUIO-UHFFFAOYSA-N

物化性质

• 沸点：
  426.8±30.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  靛红 、 N‑(4‑aminophenyl)salicylidene imine 以 乙醇 为溶剂， 反应 4.0h， 生成 3-[4-[(2-hydroxyphenyl)methylideneamino]phenyl]imino-1H-indol-2-one
  参考文献：
  名称：

  10.3109/10799890903555616

  摘要：

  DOI：

  10.3109/10799890903555616
• 作为产物：
  描述：

  2-((4-nitrophenylimino)methyl)phenol 在 sodium sulfite 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 N‑(4‑aminophenyl)salicylidene imine
  参考文献：
  名称：

  Synthesis and spectroscopic properties of a copper(II) binuclear complex of a novel tetradentate asymmetrical Schiff base ligand and its DFT study

  摘要：

  A new asymmetrical Schiff base ligand, N,N'-(salicylidene)-5-bromo-2-hydroxybenzaldehyde-p-phenylenediamine (SBHBP), and its binuclear Cu(II) complex have been synthesized. The molecular structures and spectroscopic properties of the ligand and its complex were experimentally characterized by elemental analysis, FT-IR, NMR and UV-Vis spectroscopic techniques and computationally by the density functional theory (DFT) method. The molecular geometry and vibrational frequencies of the SBHBP ligand in the ground state have been calculated using the B3LYP/6-31G(d,p) and 6-31++G(d,p) basis sets. A potential surface scan study was carried out and the most stable geometry of the SBHBP ligand was confirmed. The calculated results show that the optimized geometry can well reproduce the structural parameters, and the theoretical vibrational frequencies are in good agreement with the experimental values. On calculation of the electronic absorption spectra, TD-DFT calculations were carried out in both the gas and solution phases. The energetic behavior of the SBHBP ligand has been examined in solvent media using the B3LYP method with the 6-31G(d,p) and 6-31++G(d,p) basis sets by applying the Onsager method and polarizable continuum model (PCM). Additionally, Mulliken and NBO atomic charges, NMR analysis, molecular electrostatic potential (MEP) and frontier molecular orbitals (FMO) analysis of the SBHBP ligand were investigated using theoretical calculations. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.10.019

文献信息

• Substituent effects on the absorption and vibrational spectra of some 2-hydroxy Schiff bases: DFT/TDDFT, natural bond orbital and experimental study
  作者：S. A. Elroby、S. Aboud、S. G. Aziz、R. Hilal

  DOI：10.1134/s0022476615030038

  日期：2015.6

  A set of 12 substituted SA derivatives is considered in the present work. The choice of these substituents aims to create a push-pull system on the SA basic structure which would shade light onto its photo physics. The electronic absorption spectra of SA are recorded in the UV-VIS region, in both polar and nonpolar solvents. Assignments of the observed electronic transitions are facilitated via time-dependent

  水杨基苯胺 (SA) 及其一些衍生物的电子结构通过实验和理论进行了研究。所研究化合物的平衡几何结构在 B3LYP/6-311++G** 理论水平确定。在目前的工作中考虑了一组 12 种取代的 SA 衍生物。这些取代基的选择旨在在 SA 基本结构上创建一个推拉系统，该系统将光线遮蔽到其光物理上。SA 的电子吸收光谱记录在 UV-VIS 区域，在极性和非极性溶剂中。通过在同一理论水平上的时间相关密度泛函理论 (TDDFT) 计算来促进观察到的电子跃迁的分配。确定了对每个激发态有贡献的电子配置，并表征了相关的 MO。根据自然键轨道 (NBO) 分析和供体和受体 MO 之间的二阶扰动相互作用来估计和讨论离域和分子内电荷转移的程度。根据基态和激发态极化率的差异讨论了溶剂对电子吸收光谱的影响。SA 及其衍生物的 FTIR 光谱是在 KBr 血小板中测量的。基于计算出的势能分布给出了详细的振动分配。识别表征
• Antioxidant and cytotoxic activities of selected salicylidene imines: experimental and computational study
  作者：Jovica Branković、Marios G. Krokidis、Irini Dousi、Kyriakos Papadopoulos、Zorica D. Petrović、Vladimir P. Petrović

  DOI：10.1007/s11030-021-10370-9

  日期：2022.12

  Selected salicylidene imines were evaluated for their antioxidant and cytotoxic potentials. Several of them exerted potent scavenging capacity towards ABTS radical and hydrogen peroxide. The insight into the preferable antioxidative mechanism was reached employing density functional theory. In the absence of free radicals, the SPLET mechanism is dominant in polar surroundings, while HAT is prevailing

  评估了选定的水杨基亚胺的抗氧化和细胞毒性潜力。其中一些对 ABTS 自由基和过氧化氢具有强大的清除能力。使用密度泛函理论深入了解了优选的抗氧化机制。在没有自由基的情况下，SPLET 机制在极性环境中占主导地位，而 HAT 在非极性环境中占主导地位。最活跃的化合物与一些医学相关自由基的反应所获得的结果指出了 HAT 和 SPLET 机制之间的竞争。对其细胞毒性特性的评估揭示了对 ER-a 人乳腺癌细胞或不依赖雌激素的前列腺癌细胞的抑制作用。 图形概要
• El-Taher; El-Haty; Hussien, Polish Journal of Chemistry, 2001, vol. 75, # 1, p. 79 - 91
  作者：El-Taher、El-Haty、Hussien

  DOI：——

  日期：——
• El-Taher, M. A.; El-Haty, M. T.; Hussien, T. M., Egyptian Journal of Chemistry, 2000, vol. 43, # 3, p. 203 - 215
  作者：El-Taher, M. A.、El-Haty, M. T.、Hussien, T. M.

  DOI：——

  日期：——
• IMIDIZED POLYMERS CONTAINING LUMINESCENT GROUPS AND METHOD FOR OBTAINING THEM
  申请人：ENI S.p.A.

  公开号：EP2358765B1

  公开（公告）日：2016-02-24