1-(4-甲氧基亚苄基)-2-(4-甲氧基苯基)肼 | 103185-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-甲氧基亚苄基)-2-(4-甲氧基苯基)肼
• 中文别名: 苯(甲)醛,4-甲氧基-,(4-methoxyphenyl)腙
• 英文名称: p-anisaldehyde p-methoxyphenylhydrazone
• 英文别名: 1-(4-methoxybenzylidene)-2-(4-methoxyphenyl)hydrazine；p-Methoxy-benzaldehyd-；4-methoxy-benzaldehyde-(4-methoxy-phenylhydrazone)；Anisaldehyd-(4-methoxy-phenylhydrazon)；4-Methoxy-benzaldehyd-(4-methoxy-phenylhydrazon)；4-methoxy-N-[(4-methoxyphenyl)methylideneamino]aniline
• CAS: 103185-59-7
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: RNWHUFVULGWSIL-UHFFFAOYSA-N

物化性质

• 熔点：
  134 °C
• 沸点：
  401.4±45.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  42.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基亚苄基)-2-(4-甲氧基苯基)肼 在 盐酸 、 sodium carbonate decahydrate 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  Heteroleptic Complexes of Cyclometalated Platinum with Triarylformazanate Ligands

  摘要：

  Formazanates are a ligand class featuring a 1,2,4,5-tetraazapentadienyl core, with variable substitution at the 1, 3, and 5 positions. Here we describe a set of four heteroleptic cylcometalated platinum complexes containing triarylformazanate ligands. The complexes are prepared by metathesis reactions of chloro-bridged dimers [Pt(CcN)(mu-Cl)](2) (C boolean AND N = 2-phenylpyridine or 2-(2,4-difluorophenyl)pyridine) with triarylformazans in the presence of base. X-ray diffraction studies reveal the molecular structures of three such complexes. Cyclic voltammograms and UV-vis absorption spectra of the complexes show features characteristic of both the cyclometalated platinum fragment and the formazanate, with the latter giving rise to two reversible one-electron reductions in the CV and an intense visible pi -> pi* absorption which is red-shifted by >100 nm relative to the free formazan. The electronic structures and redox properties of the complexes were further investigated by UV-vis spectroelectrochemistry and density functional theory calculations. All of the experimental and theoretical work points to a frontier molecular orbital manifold where the formazanate pi and pi* orbitals are substantially mixed with d-orbitals derived from the platinum center.

  DOI：

  10.1021/acs.inorgchem.5b02595
• 作为产物：
  描述：

  甲氧苯胺 在 盐酸 、 溶剂黄146 、 sodium nitrite 作用下， 生成 1-(4-甲氧基亚苄基)-2-(4-甲氧基苯基)肼
  参考文献：
  名称：

  Padoa; Santi, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1911, vol. <5> 20 II, p. 199

  摘要：

  DOI：

文献信息

• Synthesis of Pyrazoles Utilizing the Ambiphilic Reactivity of Hydrazones
  作者：Haruo Matsuzaki、Norihiko Takeda、Motohiro Yasui、Yuta Ito、Keiji Konishi、Masafumi Ueda

  DOI：10.1021/acs.orglett.0c03465

  日期：2020.12.4

  A Brønsted acid-mediated synthesis of pyrazoles from conjugated hydrazones through a β-protonation/nucleophilic addition/cyclization/aromatization sequence was developed. This protocol utilizing the ambiphilic reactivity of hydrazones enables not only self-condensation but also cross-condensation, affording multisubstituted pyrazoles in high yields, with a broad substrate scope. This sequential reaction

  通过β-质子化/亲核加成/环化/芳构化序列，开发了布朗斯台德酸介导的共轭from合成吡唑的方法。该方案利用the的两亲反应性，不仅可以进行自缩合，而且还可以进行交叉缩合，从而以高收率提供多取代的吡唑，具有广泛的底物范围。通过简单的操作，该顺序反应在温和条件下进行。而且，该方法可以应用于非甾体抗炎药Lonazolac的合成。
• Novel formazan derivatives containing phenylsulfanyl and carbonyl units: synthesis, optical and electrochemical properties
  作者：Gulsen Turkoglu、Halil Berber

  DOI：10.1039/c6ra23008c

  日期：——

  A series of phenylsulfanyl and aryl carbonyl containing formazan derivatives 4a–4h and 5a–5h were synthesized by coupling of substituted phenylhydrazones with diazonium salts of 2-(phenylthio)benzenamine and 5-chloro-2-benzoylbenzenamine in pyridine. The electronic properties of the new formazans were studied by cyclic voltammetry and UV-vis spectroscopy. Fluorescence emission wavelengths were measured

  一系列含有甲derivatives衍生物4a–4h和5a–5h的苯硫基和芳基羰基通过将取代的苯hydr与2-（苯硫基）苯胺和5-氯-2-苯甲酰基苯胺的重氮盐在吡啶中偶联而合成。通过循环伏安法和紫外可见光谱法研究了新型甲壳虫的电子性质。在溶液中测量荧光发射波长，并计算荧光量子产率和斯托克斯位移。对通过在甲壳骨架中分子内质子转移形成的互变异构体结构进行了计算研究，并估计了它们的HOMO-LUMO能量值。此外，阐述了醚，硫醚和羰基对甲emerging性质的影响。
• Broad‐Spectrum Antifungal Agents: Fluorinated Aryl‐ and Heteroaryl‐Substituted Hydrazones
  作者：Nishad Thamban Chandrika、Emily K. Dennis、Katelyn R. Brubaker、Stefan Kwiatkowski、David S. Watt、Sylvie Garneau‐Tsodikova

  DOI：10.1002/cmdc.202000626

  日期：2021.1.8

  Fluorinated aryl‐ and heteroaryl‐substituted monohydrazones displayed excellent broad‐spectrum activity against various fungal strains, including a panel of clinically relevant Candida auris strains relative to a control antifungal agent, voriconazole (VRC). These monohydrazones displayed less hemolysis of murine red blood cells than that of VRC at the same concentrations, possessed fungicidal activity

  氟化芳基和杂芳基取代的单腙对各种真菌菌株表现出优异的广谱活性，包括相对于对照抗真菌剂伏立康唑 (VRC) 的一组临床相关耳念珠菌菌株。在相同浓度下，这些一腙对小鼠红细胞的溶血作用比 VRC 少，在时间杀灭研究中具有杀菌活性，并且没有表现出哺乳动物细胞的细胞毒性。此外，这些一腙可以防止生物膜的形成，否则会阻碍抗生素的有效性，并且当暴露于耳念珠菌AR Bank # 0390 15 代以上时，不会引发耐药性的发展。
• Synthesis, crystal structure, optical and electrochemical properties of novel diphenylether-based formazan derivatives
  作者：Gulsen Turkoglu、Halil Berber、Ibrahim Kani

  DOI：10.1039/c4nj02353f

  日期：——

  substituted phenylhydrazones 3a–3h were obtained from the condensation of substituted phenylhydrazines 1a–1h with 4-methoxybenzaldehyde (2). The structures of the formazans were characterized by using elemental analysis, FTIR, 1H NMR, 13C NMR, LC-MS and the crystal structure of compound 5e was determined by X-ray crystallography. The absorption spectra of all compounds were investigated in various solvents.

  在这项研究中，通过将取代的苯hydr化合物3a-3h与4-氯-2-苯氧基苯甲胺的重氮盐偶联反应，合成了甲5 5a-5h（4）。取代的苯肼3a–3h是由取代的苯肼1a–1h与4-甲氧基苯甲醛的缩合反应制得的（2）。通过元素分析，FTIR，1 H NMR，13 C NMR，LC-MS和化合物5e的晶体结构对甲maz的结构进行表征通过X射线晶体学测定。在各种溶剂中研究了所有化合物的吸收光谱。尽管它们的吸收带仅稍微取决于溶剂的极性，但是通过改变取代基的电子特性观察到了显着变化。还研究了DMSO中化合物5a-5h的荧光量子产率特性和斯托克斯位移。通过CV测量研究了新产品的电化学性能。此外，在PBE1PBE / 6-311g（2d，2p）水平上进行了计算研究，以阐明可能的互变异构体和分子内H键的结构。
• Syntheses and Properties of Quinonoid Mesoionic Compounds
  作者：Shuki Araki、Naomitsu Aoyama、Yasuo Butsugan

  DOI：10.1246/bcsj.62.1612

  日期：1989.5

  Quinonoid mesoionic compounds having a 2,3-diphenyltetrazolium ring were synthesized and characterized spectroscopically. Compounds possessing an inserted benzene ring were found that a dipolar (5-tetrazolylio)phenolate structure contributes importantly to the ground state of the mesoions. On the contrary, a mesoion having an inserted anthracene ring is a less polar compound, anthraquinone methide

  合成了具有 2,3-二苯基四唑环的醌类介离子化合物并通过光谱对其进行了表征。发现具有插入苯环的化合物，偶极（5-四唑基）苯酚结构对介离子的基态有重要贡献。相反，具有插入的蒽环的介离子是极性较小的化合物，蒽醌甲基化物结构在其基态电子结构中占主导地位。