m-aminochalcone | 30278-73-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: m-aminochalcone
• 英文别名: 3-Amino-chalkon；3-amino-chalcone；ω-(3-Amino-benzyliden)-acetophenon；ω-(3-Amino-benzal)-acetophenon；3-Aminochalcone；3-(3-aminophenyl)-1-phenylprop-2-en-1-one
• CAS: 30278-73-0
• 化学式: C₁₅H₁₃NO
• 分子量: 223.274
• InChiKey: YCYTZAFYXNCYAD-UHFFFAOYSA-N

物化性质

• 熔点：
  159 °C(Solv: ethanol (64-17-5))
• 沸点：
  421.3±45.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  m-aminochalcone 、 乙酸酐 生成 acetic acid-[3-(3-oxo-3-phenyl-propenyl)-anilide]
  参考文献：
  名称：

  Kauffmann; Burckhardt, Chemische Berichte, 1913, vol. 46, p. 3813

  摘要：

  DOI：
• 作为产物：
  描述：

  3-硝基查耳酮 在 platinum(IV) oxide 、 乙醇 作用下， 25.0~30.0 ℃ 、303.97 kPa 条件下， 生成 m-aminochalcone
  参考文献：
  名称：

  Oxidation and Resulting Mechanical Properties of Ni/8Y₂O₃-stabilized Zirconia Anode Substrate for Solid-oxide Fuel Cells

  摘要：

  在薄膜电解质固态氧化物燃料电池中，镍/8 mol% Y2O3 稳定氧化锆金属陶瓷被用作支撑基板。金属镍的快速氧化会导致衬底和整个系统失效。我们测定了镍在空气和含有水蒸气的惰性气氛中的氧化速率与 500 至 950 °C 温度之间的函数关系。对数速率法则描述了空气中的氧化动力学，而线性速率法则则符合加湿惰性气氛中实验数据曲线的第一分支。在中等条件下均匀氧化后，基底没有出现明显的机械降解。但是，在加湿氩气中氧化后，由于氧化不均匀，观察到样品出现弯曲，这可能会对燃料电池造成损坏。

  DOI：

  10.1557/jmr.2002.0142

文献信息

• Mechanochemical Catalytic Transfer Hydrogenation of Aromatic Nitro Derivatives
  作者：Tomislav Portada、Davor Margetić、Vjekoslav Štrukil

  DOI：10.3390/molecules23123163

  日期：——

  successfully integrated with other types of chemical reactions previously carried out mechanochemically, such as amide bond formation by coupling amines with acyl chlorides or anhydrides and click-type coupling reactions between amines and iso(thio)cyanates. In this way, we showed that active pharmaceutical ingredients Procainamide and Paracetamol could be synthesized from the respective nitro-precursors on

  使用容易获得的廉价廉价的甲酸铵作为氢源，对芳香族硝基化合物进行机械化学球磨催化转移加氢（CTH）已证明是一种简单，简便，清洁的合成苯胺和所选药物相关化合物的方法。机械化学CTH的范围很广，因为还原条件可以耐受各种功能，例如硝基，氨基，羟基，羰基，酰胺，尿素，氨基酸和杂环。所提出的方法还成功地与以前通过机械化学方法进行的其他类型的化学反应相集成，例如通过将胺与酰氯或酸酐偶联形成酰胺键，以及胺与异（硫）氰酸酯之间的点击型偶联反应。通过这种方式，
• Highly selective transfer hydrogenation of functionalised nitroarenes using cobalt-based nanocatalysts
  作者：Rajenahally V. Jagadeesh、Debasis Banerjee、Percia Beatrice Arockiam、Henrik Junge、Kathrin Junge、Marga-Martina Pohl、Jörg Radnik、Angelika Brückner、Matthias Beller

  DOI：10.1039/c4gc00731j

  日期：——

  as dyes, pigments, pharmaceuticals and agrochemicals. The chemoselective catalytic reduction of nitro compounds represents the most important and prevalent process for the manufacture of functionalized anilines. Consequently, the development of selective catalysts for the reduction of nitro compounds in the presence of other reducible groups is a major challenge and is crucial. In this regard, herein

  苯胺是合成多种化学品（例如染料，颜料，药物和农用化学品）的重要原料。硝基化合物的化学选择性催化还原代表了功能化苯胺生产的最重要和最普遍的过程。因此，开发在其他可还原基团存在下还原硝基化合物的选择性催化剂是一个重大挑战，也是至关重要的。在这方面，我们在此表明​​氧化钴（Co 3 O 4由钴-菲咯啉配合物在碳上热解制备的基于-NGr @ C）的纳米材料构成了高度选择性的催化剂，用于使用甲酸作为氢源将硝基芳烃氢化成苯胺。使用这些催化剂，一系列结构多样且功能化的硝基芳烃已被还原为苯胺，具有前所未有的化学选择性，可耐受卤化物，烯烃，醛，酮，酯，酰胺和腈的官能团。
• Nanoscale Fe ₂ O ₃ -Based Catalysts for Selective Hydrogenation of Nitroarenes to Anilines
  作者：Rajenahally V. Jagadeesh、Annette-Enrica Surkus、Henrik Junge、Marga-Martina Pohl、Jörg Radnik、Jabor Rabeah、Heming Huan、Volker Schünemann、Angelika Brückner、Matthias Beller

  DOI：10.1126/science.1242005

  日期：2013.11.29

  cobalt precursor can be activated for asymmetric hydrogenation catalysis by using the traditional ligands developed for the precious metals. Zuo et al. (p. 1080) focused on iron, demonstrating a highly effective asymmetric transfer hydrogenation catalyst that uses a ligand rationally designed after careful mechanistic study. Jagadeesh et al. (p. 1073) prepared supported iron catalysts that selectively reduce

  更轻的加氢催化剂 酶已经发展到可以使用丰富的金属（如铁、钴和镍）进行氧化还原催化。然而，合成催化通常依赖于这些元素的稀有、较重的亲戚：钌、铑、铱、钯和铂（参见布洛克的观点）。弗里德菲尔德等人。(p. 1076) 使用高通量筛选表明，通过使用为贵金属开发的传统配体，可以激活正确的钴前体以进行不对称氢化催化。左等人。(p. 1080) 专注于铁，展示了一种高效的不对称转移氢化催化剂，它使用经过仔细机理研究后合理设计的配体。贾加迪什等人。(p. 1073) 制备了负载铁催化剂，可选择性地将芳环上的硝基取代基还原为胺，从而促进广泛的苯胺衍生物的制备。氧化铁催化剂在许多其他敏感化学取代基的存在下选择硝基进行还原。[另请参阅 Bullock 的观点] 苯胺（精细化工、农用化学品和制药行业的关键中间体）的生产依赖于贵金属催化剂，该催化剂在其他易于还原的官能团存在的情况下选择性地氢化芳基硝基。在此，我们报告了方便且稳定的氧化铁
• Chemoselective hydrogenation of functionalized nitroarenes using MOF-derived co-based catalysts
  作者：Xi Wang、Yingwei Li

  DOI：10.1016/j.molcata.2016.04.008

  日期：2016.8

  The synthesis, characterization, and application of nitrogen-doped carbon supported Co catalysts in selective hydrogenation of nitroarenes are described. The cobalt-based catalysts are prepared by simple pyrolysis of ZIF-67, a typical MOF material, under inert atmosphere. Physicochemical properties of the Co/C-N catalysts have been investigated by X-ray diffraction, elemental analysis, atomic absorption spectroscopy, scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectroscopy, and X-ray photoelectron spectroscopy. The Co-based materials were found to be highly efficient in the chemoselective hydrogenation of nitroarenes. A broad range of substituted nitroarenes are converted to the corresponding anilines in excellent yields under industrially viable conditions with other reducing groups remaining intact. In situ ATR-IR and XPS characterizations reveal that the Co-N centers present in the catalyst favor the preferential adsorption of nitro groups, leading to this unique chemoselectivity. The kinetic parameters of 4-nitrostyrene hydrogenation over the Co/C-N catalyst were investigated. (C) 2016 Elsevier B.V. All rights reserved.
• Nitrogen-Doped Graphene-Activated Iron-Oxide-Based Nanocatalysts for Selective Transfer Hydrogenation of Nitroarenes
  作者：Rajenahally V. Jagadeesh、Kishore Natte、Henrik Junge、Matthias Beller

  DOI：10.1021/cs501916p

  日期：2015.3.6

  Nanoscaled iron oxides on carbon were modified with nitrogen-doped graphene (NGr) and found to be excellent catalysts for the chemoselective transfer hydrogenation of nitroarenes to anilines. Under standard reaction conditions, a variety of functionalized and structurally diverse anilines, which serve as key building blocks and central intermediates for fine and bulk chemicals, were synthesized in good to excellent yields.