4-nitro-2-(hydroxyimino)acetophenone | 67919-89-5

• 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: 4-nitro-2-(hydroxyimino)acetophenone
• 英文别名: (2E)-2-hydroxyimino-1-(4-nitrophenyl)ethanone
• CAS: 67919-89-5
• 化学式: C₈H₆N₂O₄
• 分子量: 194.147
• InChiKey: KTFACPJPLWRUNH-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-nitro-2-(hydroxyimino)acetophenone 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 6-(4-nitrophenyl)-3-(2-pyridyl)-1,2,4-triazine
  参考文献：
  名称：

  An efficient route to 5-(hetero)aryl-2,4′- and 2,2′-bipyridines through readily available 3-pyridyl-1,2,4-triazines

  摘要：

  A new route to substituted bipyridines based on a new method for the synthesis of substituted 3-pyridyl-1,2,4-triazines and their aza-Diels-Alder reactions is shown to be an efficient strategy for the preparation of structurally diverse bipyridine ligands. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.135
• 作为产物：
  描述：

  对硝基苯乙酮 在 亚硝酸异丙酯 、 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 4-nitro-2-(hydroxyimino)acetophenone
  参考文献：
  名称：

  通过2,6-双（1,2,4-三嗪-3-基）吡啶制备5,5″-二芳基-2,2'：6'，2″-吡啶的有效途径

  摘要：

  基于合成取代的2,6-双（1,2,4-三嗪-3-基）吡啶及其逆电子的新方法的取代2,2'：6'，2''-吡啶的新途径需求Diels–Alder反应被证明是合成结构多样的吡啶吡啶配体的有效策略。

  DOI：

  10.1016/j.tetlet.2005.01.020

文献信息

• Synthesis, Spectroscopic, Structural and Quantum Chemical Studies of a New Imine Oxime and Its Palladium(II) Complex: Hydrolysis Mechanism
  作者：Yunus Kaya、Veysel Yilmaz、Orhan Buyukgungor

  DOI：10.3390/molecules21010052

  日期：——

  In this work, we report synthesis, crystallographic, spectroscopic and quantum chemical studies of a new imine oxime, namely (4-nitro-phenyl)-(1-phenyl-ethylimino)-acetaldehyde oxime (nppeieoH). Spectroscopic and X-ray diffraction studies showed that nppeieoH is hydrolyzed in aqueous solution, forming nitroisonitrosoacetophenone (ninap) and the hydrolysis product binds to Pd(II) to yield [Pd(nppeieo)(ninap)]

  在这项工作中，我们报告了一种新的亚胺肟，即（4-硝基-苯基）-（1-苯基-乙基亚氨基）-乙醛肟 (nppeieoH) 的合成、晶体学、光谱学和量子化学研究。光谱和 X 射线衍射研究表明 nppeieoH 在水溶液中水解，形成硝基异亚硝基苯乙酮 (ninap)，水解产物与 Pd(II) 结合生成 [Pd(nppeieo)(ninap)]。使用密度泛函理论 (DFT) 和 B3LYP 方法从理论上详细研究了水解反应的机理。还进行了 nppeieoH 及其 Pd(II) 配合物的振动和电子光谱、HOMO 和 LUMO 分析、Mulliken 原子电荷和分子静电势。两种化合物的预测非线性光学特性均高于尿素。
• Syntheses, crystal structures, hirshfeld surface analyses and electrochemical etoposide/camptotechin sensor applications of acetaldehyde oxime derivatives
  作者：Cansu Topkaya、Sema Aslan、Tuncer Hökelek、Tolga Göktürk、Sultan Kıncal、Derya Bal Altuntaş、Ramazan Güp

  DOI：10.1016/j.molstruc.2022.133339

  日期：2022.10

  c = 16.4706 (5) Å, β = 94.300 (3)°, Z = 4 and V = 827.15 (6) Å3 (for I) and a = 7.1557 (3) Å, b = 14.5338 (5) Å, c = 8.6311 (3) Å, β = 108.321 (3)°, Z = 4 and V = 852.13 (5) Å3 (for II). Hirshfeld surface analyses of the crystal structures indicate that the most important contributions for the crystal packings are from H•••H (35.0%) and H•••O/O•••H (33.9%) contacts (for I) and H•••O/O•••H (40.9%) and H•••H

  (E)-2-(4-羟基苯基)-2-氧代乙醛肟一水合物 (I) 和 (E)-2-(4-硝基苯基)-2-氧代乙醛肟 (II) 由 4'-羟基苯乙酮和 4' 合成-硝基苯乙酮，分别。通过元素分析、1 H NMR、UV-Vis 阐明了它们的结构，并且通过单晶 X 射线分析确定了它们的分子和晶体结构。它们属于单斜晶系 P 2 1 /n空间群， a = 6.8198 (3  ) Å, b  = 7.3846 (3) Å, c  = 16.4706 (5) Å, β = 94.300 (3)°, Z  = 4 和V  = 827.15 (6) Å 3（对于 I）和a  = 7.1557 (3) Å, b = 14.5338 (5) Å, c  = 8.6311 (3) Å, β = 108.321 (3)°, Z  = 4 和V  = 852.13 (5) Å 3（对于二）。晶体结构的 Hirshfeld
• Novel Arylpyrazino[2,3-<i>c</i>][1,2,6]thiadiazine 2,2-Dioxides as Platelet Aggregation Inhibitors. 2. Optimization by Quantitative Structure−Activity Relationships
  作者：Nuria Campillo、Pilar Goya、Juan A. Páez

  DOI：10.1021/jm981104b

  日期：1999.8.1

  In the previous paper (Part 1), we described the synthesis and antiplatelet activity of a series of phenyl- and heteroarylpyrazino[2,3-c][1,2,6]thiadiazine 2,2-dioxides. In this paper, we report the optimization of the platelet aggregation inhibitory activity by an iterative sequence of quantitative structure-activity relationship studies which encompassed synthesis and evaluation of the effects of structure variations at the 1-, 6-, and 7-positions of the heterocyclic system. A model has been established that correctly correlates antiplatelet activity in this series with the partial atomic charges calculated by a local density functional ab initio method. As a result of this study, the experimental platelet aggregation inhibitory activity of the lead compound was improved 300-fold.