4-(4,6-二氯-1,3,5-三嗪-2-基)苯甲醛 | 1342231-00-8

• 物质功能分类: 有机原料 - 醛类化合物
• 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: 4-(4,6-二氯-1,3,5-三嗪-2-基)苯甲醛
• 英文名称: 4-(4,6-dichloro-1,3,5-triazin-2-yl)benzaldehyde
• CAS: 1342231-00-8
• 化学式: C₁₀H₅Cl₂N₃O
• 分子量: 254.075
• InChiKey: UGAFQAHNGVSJPE-UHFFFAOYSA-N

物化性质

• 沸点：
  495.0±47.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4,6-二氯-1,3,5-三嗪-2-基)苯甲醛 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 ammonium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 生成 5-(4-(4-(4-(diphenylamino)phenyl)-6-hydroxy-1,3,5-triazin-2-yl)benzylidene)-4-oxo-2-thioxothiazolidin-3-ylacetic acid
  参考文献：
  名称：

  Synthesis and photovoltaic performances of donor–π–acceptor dyes utilizing 1,3,5-triazine as π spacers

  摘要：

  A series of new-type of donor-pi-acceptor dyes (TCT-1-6) utilizing 1,3,5-triazine as pi spacers were synthesized. These dyes were characterized by H-1 NMR, ESI-MS, EA, and X-ray crystallography. Their photovoltaic performances were also investigated. An overall photon-to-electron conversion efficiency of 1.8% was achieved with the DSSC based on the dye TCT-1(J(sc) = 3.33 mA/cm(2), V-oc = 757 mV, FF = 71.8%) under AM 1.5G illumination (100 mW/cm(2)). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.116
• 作为产物：
  描述：

  2-(4-(1,3-dioxolan-2-yl)phenyl)-4,6-dichloro-1,3,5-triazine 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以95%的产率得到4-(4,6-二氯-1,3,5-三嗪-2-基)苯甲醛
  参考文献：
  名称：

  Synthesis and photovoltaic performances of donor–π–acceptor dyes utilizing 1,3,5-triazine as π spacers

  摘要：

  A series of new-type of donor-pi-acceptor dyes (TCT-1-6) utilizing 1,3,5-triazine as pi spacers were synthesized. These dyes were characterized by H-1 NMR, ESI-MS, EA, and X-ray crystallography. Their photovoltaic performances were also investigated. An overall photon-to-electron conversion efficiency of 1.8% was achieved with the DSSC based on the dye TCT-1(J(sc) = 3.33 mA/cm(2), V-oc = 757 mV, FF = 71.8%) under AM 1.5G illumination (100 mW/cm(2)). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.116

文献信息

• π‐Face Promoted Catalysis in Water: From Electron‐deficient Molecular Cages to Single Aromatic Slides
  作者：Na Luo、Yu‐Fei Ao、De‐Xian Wang、Qi‐Qiang Wang

  DOI：10.1002/asia.202100920

  日期：2021.11.15

  Anion-π activation operates in water: A class of water-soluble electron-deficient molecular cages and relevant aromatic slides were efficiently synthesized. They are effective in catalyzing decarboxylative Aldol reactions of aldehydes and malonic acid half thioesters in water. The essential role of the electron-deficient π-face and a pronounced hydrophobic amplification effect is highlighted.

  阴离子-π活化在水中起作用：有效地合成了一类水溶性缺电子分子笼和相关的芳香载玻片。它们可有效催化水中的醛和丙二酸半硫酯的脱羧醛醇反应。缺电子 π 面的重要作用和显着的疏水放大效应得到强调。
• Cage Based Crystalline Covalent Organic Frameworks
  作者：Jian-Xin Ma、Jian Li、Yi-Fan Chen、Rui Ning、Yu-Fei Ao、Jun-Min Liu、Junliang Sun、De-Xian Wang、Qi-Qiang Wang

  DOI：10.1021/jacs.9b00665

  日期：2019.3.6

  crystalline covalent organic frameworks, cage-COF-1 and cage-COF-2, were constructed from a prism-like three-aldehyde-containing molecular cage. The cage contains two horizontal phloroglucinol and three vertical triazine moieties forming three identical V-shaped cavities. By reacting with p-phenylenediamine and 4,4'-biphenyldiamine, the two cage-COFs were formed with a hexagonal skeleton and possess

  前两个基于笼的结晶共价有机骨架，笼-COF-1 和笼-COF-2，由棱柱状的含三醛分子笼构成。笼子包含两个水平的间苯三酚和三个垂直的三嗪部分，形成三个相同的 V 形空腔。通过与对苯二胺和4,4'-联苯二胺反应，形成了具有六边形骨架并具有独特结构的两个笼状COF。由于柱状笼节点，连接器以其 π 表面而非 CH 位点悬挂在孔中，并享有 13C CP/MAS NMR 建议的某些旋转动力学。二亚胺键的反方向导致波纹层，其通过在 AB 层和 AC 层中交替堆叠笼子两侧面而以独特的 ABC 模式堆积。这种堆积沿 c 轴形成三角形通道，由于在悬挂连接器上产生的大开放空间，这些通道在 ab 平面内相互连接，类似于 3D COF 的多孔特性。笼型 COF 具有永久孔隙率，可以吸附由作为主要吸附位点的内在笼腔促进的 CO2。前所未有的笼式-COFs 不仅融合了 2D 和 3D COFs 的边界，而且还将多孔有机笼连接到扩展的结晶有机框架。