4-hydroxy-2,6-bis(2-pyridyl)pyrimidine | 10239-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-hydroxy-2,6-bis(2-pyridyl)pyrimidine
• 英文别名: 2,4-Di-pyridyl-(2)-6-hydroxy-pyrimidin；2,6-di-pyridin-2-yl-3H-pyrimidin-4-one；2,6-Di(2-pyridinyl)-4-pyrimidinol；2,4-dipyridin-2-yl-1H-pyrimidin-6-one
• CAS: 10239-68-6
• 化学式: C₁₄H₁₀N₄O
• 分子量: 250.26
• InChiKey: OZAVFFYYPFJJDV-UHFFFAOYSA-N

物化性质

• 熔点：
  222.5-223.0 °C
• 沸点：
  471.4±55.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxy-2,6-bis(2-pyridyl)pyrimidine 在 四(三苯基膦)钯 、 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 5,5′-bis[2,6-bis(2-pyridyl)pyrimidin-4-yl]-2,2′-bithiophene
  参考文献：
  名称：

  Green-to-Red Electrochromic Fe(II) Metallo-Supramolecular Polyelectrolytes Self-Assembled from Fluorescent 2,6-Bis(2-pyridyl)pyrimidine Bithiophene

  摘要：

  The structure and properties of metallo-supramolecular polyelectrolytes (MEPEs) self-assembled from rigid 2,6-bis(2-pyridyl)pyrimidine and the metal ions Fe-II and Co-II are presented. While FeL1-MEPE (L1 = 1,4-bis[2,6-bis(2-pyridyl)pyrimidin-4-yl]benzene) is deep blue, FeL2- and CoL2-MEPE (L2 = 5,5'-bis[2,6-bis(2-pyridyl)pyrimidin-4-yl]-2,2'-bithiophene) are intense green and red in color, respectively. These novel MEPEs display a high extinction coefficient and solvatochromism. Ligand L2 shows a high absolute fluorescence quantum yield (Phi(f) = 82%). Viscosity and static light-scattering measurements reveal that the molar masses of these MEPEs are in the range of 1 x 10(8) g/mol under the current experimental conditions. In water, FeL1-MEPE forms a viscous gel at 20 degrees C (c = 8 mM). Thin films of high optical quality are fabricated by dip coating on transparent conducting indium tin oxide (ITO) glass substrate. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. Green to red and blue to colorless electrochromism is observed for FeL2-MEPE and FeL1-MEPE, respectively. The results show that the electrochromic properties are affected by the ligand topology. The Fe-MEPEs show a reversible redox behavior of the Fe-II/Fe-III couple at 0.86 and 0.82 V versus Fc(+)/Fc and display an excellent redox cycle stability under switching conditions. FeL2-MEPE in its oxidized state exhibits a broad absorption band covering the near-IR region (ca. 1500 nm) due to the ligand-to-metal charge transfer transition originating due to charge delocalization in the bithiophene spacer.

  DOI：

  10.1021/acs.inorgchem.6b02496
• 作为产物：
  描述：

  皮考林乙酸乙酯 、 2-脒基吡啶盐酸盐 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 以22%的产率得到4-hydroxy-2,6-bis(2-pyridyl)pyrimidine
  参考文献：
  名称：

  Green-to-Red Electrochromic Fe(II) Metallo-Supramolecular Polyelectrolytes Self-Assembled from Fluorescent 2,6-Bis(2-pyridyl)pyrimidine Bithiophene

  摘要：

  The structure and properties of metallo-supramolecular polyelectrolytes (MEPEs) self-assembled from rigid 2,6-bis(2-pyridyl)pyrimidine and the metal ions Fe-II and Co-II are presented. While FeL1-MEPE (L1 = 1,4-bis[2,6-bis(2-pyridyl)pyrimidin-4-yl]benzene) is deep blue, FeL2- and CoL2-MEPE (L2 = 5,5'-bis[2,6-bis(2-pyridyl)pyrimidin-4-yl]-2,2'-bithiophene) are intense green and red in color, respectively. These novel MEPEs display a high extinction coefficient and solvatochromism. Ligand L2 shows a high absolute fluorescence quantum yield (Phi(f) = 82%). Viscosity and static light-scattering measurements reveal that the molar masses of these MEPEs are in the range of 1 x 10(8) g/mol under the current experimental conditions. In water, FeL1-MEPE forms a viscous gel at 20 degrees C (c = 8 mM). Thin films of high optical quality are fabricated by dip coating on transparent conducting indium tin oxide (ITO) glass substrate. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. Green to red and blue to colorless electrochromism is observed for FeL2-MEPE and FeL1-MEPE, respectively. The results show that the electrochromic properties are affected by the ligand topology. The Fe-MEPEs show a reversible redox behavior of the Fe-II/Fe-III couple at 0.86 and 0.82 V versus Fc(+)/Fc and display an excellent redox cycle stability under switching conditions. FeL2-MEPE in its oxidized state exhibits a broad absorption band covering the near-IR region (ca. 1500 nm) due to the ligand-to-metal charge transfer transition originating due to charge delocalization in the bithiophene spacer.

  DOI：

  10.1021/acs.inorgchem.6b02496

文献信息

• Use of metal complex compounds as oxidation catalysts
  申请人：Schlingloff Gunther

  公开号：US20060052265A1

  公开（公告）日：2006-03-09

  Use of metal complex compounds of formula (1) and/or (1′) [L n Me m X p ] z Y q (1), [L′ n Me m X p ] z Y q (1′), wherein all substituents are as defined in the claims, as catalysts for oxidation reactions, and also novel metal complex compounds and novel ligands.

  使用公式（1）和/或（1′）的金属配合物化合物[LnMemXp]zYq（1），[L′nMemXp]zYq（1′），其中所有取代基如权利要求所定义，作为氧化反应的催化剂，以及新颖的金属配合物和新颖的配体。
• Use of Metal Complexes Having Bispyridylpyrimidine or Bispyridyltriazine Ligands as Catalysts for Reactions With Peroxy Compounds for Bleaching Coloured Stains on Hard Surfaces
  申请人：Wieprecht Torsten

  公开号：US20080000032A1

  公开（公告）日：2008-01-03

  The present invention relates to the use of certain manganese complexes having bispyridylpyrimidine or bispyridyltriazine ligands or mixtures of such ligands as catalysts for reactions with peroxy compounds for bleaching coloured stains on hard surfaces, especially dishes in automatic dishwashers. The invention relates also to cleaning formulations for hard surfaces comprising such catalysts.

  本发明涉及使用具有双吡啶基嘧啶或双吡啶基三嗪配体或此类配体混合物的某些锰配合物作为过氧化物反应催化剂，用于漂白硬表面上的有色污渍，特别是自动洗碗机中的餐具。本发明还涉及包含此类催化剂的硬表面清洁配方。
• Use of metal complex compounds comprising pyridine pyrimidine or s-triazine derived ligands as catalysts for oxidations with organic peroxy acids and/or precursors of organic peroxy acids and h202
  申请人：Wieprecht Torsten

  公开号：US20090189119A1

  公开（公告）日：2009-07-30

  The invention accordingly relates to the use as catalysts of at least one metal complex of formula (1) [L n Me m X p ] z Y q (1), wherein all substituents have the meanings as defined in the claims for oxidation reactions with organic peroxy acids and/or precursors of organic peroxy acid and H 2 O 2 , as well as to novel detergent compositions.

  该发明涉及使用至少一个化合物的金属配合物作为催化剂，该化合物的化学式为（1）[LnMemXp]zYq(1)，其中所有取代基的含义如权利要求所定义，用于有机过氧酸和/或有机过氧酸前体以及H2O2的氧化反应，以及新型洗涤剂组合物。
• Hetaryl-substituierte Pyridinylpyrimidin-Derivate
  申请人：BAYER AG

  公开号：EP0431421A2

  公开（公告）日：1991-06-12

  Beschrieben werden neue Hetaryl-substituierte Pyridinylpyrimidin-Derivate der Formel (I) in welcher R¹, R², R³, R⁴, R⁵ und Het die in der Beschreibung angegebene Bedeutung haben, sowie mehrere Verfahren zu deren Herstellung. Verwendet werden die neuen Verbindungen der Formel (I) zur Bekämpfung von Schädlingen.

  式 (I) 的新的正己基取代吡啶基嘧啶衍生物 其中 R¹、R²、R³、R⁴、R⁵ 和 Het 具有说明中给出的含义，以及制备它们的几种工艺。 式 (I) 的新化合物可用于防治害虫。
• LIGANDS, ELECTROCHROMIC METALLO-POLYMERS OBTAINED THEREWITH AND THEIR USE
  申请人：Julius-Maximilians-Universität Würzburg

  公开号：EP3284801A1

  公开（公告）日：2018-02-21

  Disclosed are ligands comprising a spacer and two tridentate groups having structural formula I:          T1-B-T2 wherein B is a bond or a linear linking unit (L)m, and wherein T1 and T2 are pyrimidine comprising tridentate groups; metallo-polymers comprising these ligands and the use thereof.

  所公开的配体包括一个间隔物和两个结构式为 I 的三叉基团： T1-B-T2 其中 B 是键或线性连接单元 (L)m，T1 和 T2 是包含三叉戟基团的嘧啶；包含这些配体的金属聚合物及其用途。