(Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl)allylidene)hydrazine

• 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: (Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl)allylidene)hydrazine
• 英文别名: N-[(Z)-[(E)-3-(4-methoxyphenyl)-1-thiophen-2-ylprop-2-enylidene]amino]-2,4-dinitroaniline
• 化学式: C₂₀H₁₆N₄O₅S
• 分子量: 424.437
• InChiKey: FMPBEFXOHRYFHC-HILZVLTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  154
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2E)-3-(4-methoxyphenyl)-1-thiophen-2-yl-prop-2-en-1-one 、 2,4-二硝基苯肼 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以40.33%的产率得到(Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl)allylidene)hydrazine
  参考文献：
  名称：

  Synthesis, crystal structure, spectroscopic analysis and computational study of (Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl) allylidene) hydrazine by DFT and AIM approach

  摘要：

  The title compound was synthesized and characterized by IR, H-1 NMR, C-13 NMR and single crystal X-ray diffraction studies. Quantum chemical calculations have been performed at DFT level of theory using B3LYP functional and 6-31G(d,p) as basis set. Potential energy distribution (PED) for the normal modes of vibrations was done using Gar2ped program. The time dependent density functional theory (TD-DFT) was used to find the various electronic transitions within molecule in two different solvent of varying polarity. Non linear optical (NLO) behavior of title compound was investigated in different solvents by the computed value of first hyperpolarizability (beta(0)). A combined theoretical and experimental correlation of H-1 and C-13 NMR spectra are in good agreement. Stability of molecules as a result of hyper-conjugative interactions and electron delocalization were analyzed using NBO analysis. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. Intramolecular interactions were analyzed by AIM approach. The chemical reactivity descriptors were calculated to study the reactive sites within molecule. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.02.029

文献信息

• Synthesis, crystal structure, spectroscopic analysis and computational study of (Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl) allylidene) hydrazine by DFT and AIM approach
  作者：Ashok Kumar Singh、Ravindra Kumar Singh

  DOI：10.1016/j.molstruc.2015.02.029

  日期：2015.6

  The title compound was synthesized and characterized by IR, H-1 NMR, C-13 NMR and single crystal X-ray diffraction studies. Quantum chemical calculations have been performed at DFT level of theory using B3LYP functional and 6-31G(d,p) as basis set. Potential energy distribution (PED) for the normal modes of vibrations was done using Gar2ped program. The time dependent density functional theory (TD-DFT) was used to find the various electronic transitions within molecule in two different solvent of varying polarity. Non linear optical (NLO) behavior of title compound was investigated in different solvents by the computed value of first hyperpolarizability (beta(0)). A combined theoretical and experimental correlation of H-1 and C-13 NMR spectra are in good agreement. Stability of molecules as a result of hyper-conjugative interactions and electron delocalization were analyzed using NBO analysis. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. Intramolecular interactions were analyzed by AIM approach. The chemical reactivity descriptors were calculated to study the reactive sites within molecule. (C) 2015 Elsevier B.V. All rights reserved.