4-hydroxybenzaldehyde-N-dodecylimine | 20172-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-hydroxybenzaldehyde-N-dodecylimine
• 英文别名: 4-[(Dodecylamino)methylidene]cyclohexa-2,5-dien-1-one；4-(dodecyliminomethyl)phenol
• CAS: 20172-65-0
• 化学式: C₁₉H₃₁NO
• 分子量: 289.461
• InChiKey: ANPSAYBVGGQTGM-UHFFFAOYSA-N

物化性质

• 沸点：
  417.3±28.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxybenzaldehyde-N-dodecylimine 在 sodium acetate 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Self‐assembly aryl cyclopalladated imine film supported on the silicon surface—Fabrication, formation of active PdPd/PdO sites, and catalytic properties for Sonogashira cross‐coupling reaction

  摘要：

  Tailoring the structure and arrangement of the organometallic catalyst are essential for the fundamental investigating and applications, and the impacting challenges, such as the size, active species distribution, and composition, as well as the orientation of catalyst, are critical for determining their activities and efficiencies. Herein, a series of aryl cyclopalladated catalysts containing different alkane chains were synthesized, and their self‐assembly films covalent binding to the silicon surface were fabricated and characterized with water drop contact angle, Raman, atomic force microscopy, scanning electron microscopy, and X‐ray photoelectron spectroscopy. The catalytic performances of these catalytic films were explored using Sonogashira cross‐coupling reaction as a template. One of these catalytic films exhibited a higher catalytic activity with a TON value of up to 68,333 h−1, which was 20 times higher than that of homogeneous catalyst due to the ordered arrangement of this catalyst on the silicon surface, and could be reused at least seven times. The catalytic mechanism was heterogeneous catalysis occurred at interface confirmed by hot filtration tests, poisoning tests, and ReactIR. The real active site was PdPd/PdO, and the synergistic effect between Pd and PdO in the active sites (PdPd/PdO) made the key initial oxidation step easily proceed, improving its catalytic activity. The loss of active sites and residues absorbed on the surface of catalytic film were the main reason for deactivation.

  DOI：

  10.1002/aoc.7444
• 作为产物：
  描述：

  对羟基苯甲醛 、 苯胺 在 magnesium sulfate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 4-hydroxybenzaldehyde-N-dodecylimine
  参考文献：
  名称：

  Uncovering new structural insights for antimalarial activity from cost-effective aculeatin-like derivatives

  摘要：

  一种类似于尖刺素的类似物的快速合成结果发现PfTrxR作为潜在的细胞靶点和一种有前景的新型抗疟疾化合物。

  DOI：

  10.1039/c4ob02459a

文献信息

• Enhanced liquid crystal properties in symmetric ethers containing the oxazepine core: synthesis and characterization of seven member heterocyclic dimers
  作者：AbdulKarim-Talaq Mohammad、H.T. Srinivasa、S. Hariprasad、Guan-Yeow Yeap

  DOI：10.1016/j.tet.2016.05.024

  日期：2016.7

  series of symmetric dimers derived from the basic heterocyclic oxazepine core were designed, synthesized, characterized and investigated for liquid crystal properties. The chemical structures of the prepared molecules were characterized by infrared, 1H/13C nuclear magnetic resonance spectra and elemental analysis. Thermal properties and mesophase textures were evaluated by using a combination of differential

  设计，合成，表征和研究了来自基本杂环奥氮平核心的四个新系列对称二聚体。制备的分子的化学结构通过红外，1 H / 13表征C核磁共振波谱及元素分析。通过使用差示扫描量热法和偏振光学显微镜技术的组合来评估热性质和中间相织构。大多数化合物在冷却过程中表现出单向液晶相。研究了间隔基链长度和末端烷氧基链的影响对同系列化合物形成的中间相类型的影响。具有亚甲基间隔基和末端烷氧基链的低级成员有利于产生污染。衍生自具有末端烷氧基链的中亚甲基间隔基的分子有利于产线性，而衍生自具有末端烷氧基链成员的较高亚甲基间隔基的分子则不具有任何液晶特性。
• Highly ordered amphiphilic cyclopalladated arylimine self-assembly films for catalyzing Heck and Suzuki coupling reactions
  作者：Yaqing Zhao、Na Zhao、Meiling Zou、Tiesheng Li、Guoping Li、Jinpeng Li、Yangjie Wu

  DOI：10.1002/aoc.3467

  日期：2016.7

  activity of immobilized 3c monolayer is due to a combination of its structure and changes in conformation when deposited onto the substrate. The topographic changes of catalyst films, stability of films and catalytic activity were investigated with atomic force microscopy, cyclic voltammetry, X‐ray photoelectron spectroscopy and inductively coupled plasma atomic emission spectrometry, from which a heterogeneous

  合成并表征了一系列新的环palpalated芳基丙氨酸化合物（3a，3b，3c，4a，4b，4c）。初步研究了它们在均相体系中对Heck和Suzuki偶联反应的催化性能，使用水作为溶剂，在交叉偶联反应中不需要配体，空气分离或辅助溶剂。均相体系的优化为有序自组装膜催化的多相催化反应的研究提供了基础。制备了3a，3b，3c的有序单层，并用作CC偶联催化剂。使用Langmuir-Blodgett技术沉积3a，3b，3c单层膜，并使用π-A等温线，UV-可见光和X射线光电子能谱以及原子力显微镜进行分析，在优化的实验条件下，它们在表面上具有接近取向的稳定性。适用于探索Heck和Suzuki偶联反应。固定化的3c单分子层的活性相对于均相反应得以增强，其中有序单分子层在催化剂负载量低至10 -5 mol％，周转数高达79200和周转频率高达2640 h -1的情况下是有效的。使用相同数量和比例的试剂，
• CH445193
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