6-chloro-4,4'-dimethyl-2,2'-bipyridine | 1025763-34-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-chloro-4,4'-dimethyl-2,2'-bipyridine
• 英文别名: 6-chloro-4,4′-dimethyl-2,2′-bipyridine；2-chloro-4-methyl-6-(4-methylpyridin-2-yl)pyridine
• CAS: 1025763-34-1
• 化学式: C₁₂H₁₁ClN₂
• 分子量: 218.686
• InChiKey: YLUGLGAXDFMPSN-UHFFFAOYSA-N

物化性质

• 沸点：
  345.2±37.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-chloro-4,4'-dimethyl-2,2'-bipyridine 在 potassium dichromate 、 硫酸 作用下， 以49%的产率得到6-chloro-4,4'-dicarboxy-2,2'-bipyridine
  参考文献：
  名称：

  新颖三齿吡唑联吡啶配体的共同配合物作为氧化还原耦合在染料敏化太阳能电池的合成

  摘要：

  新的吡唑配位体联吡啶已从通过氧化，氯化和非催化C-N 4,4'-取代的联吡啶与二甘醇二甲醚6卤-4,4'-联吡啶钾吡唑特的偶联合成。这些三齿吡唑联吡啶配位体是令人感兴趣的，作为染料敏化太阳能电池的新的氧化还原体系的组分。

  DOI：

  10.1016/j.tet.2015.09.032
• 作为产物：
  描述：

  4,4'-二甲基-2,2'-联吡啶 在 双氧水 、 三氟乙酸 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 9.0h， 生成 6-chloro-4,4'-dimethyl-2,2'-bipyridine
  参考文献：
  名称：

  新颖三齿吡唑联吡啶配体的共同配合物作为氧化还原耦合在染料敏化太阳能电池的合成

  摘要：

  新的吡唑配位体联吡啶已从通过氧化，氯化和非催化C-N 4,4'-取代的联吡啶与二甘醇二甲醚6卤-4,4'-联吡啶钾吡唑特的偶联合成。这些三齿吡唑联吡啶配位体是令人感兴趣的，作为染料敏化太阳能电池的新的氧化还原体系的组分。

  DOI：

  10.1016/j.tet.2015.09.032

文献信息

• METHOD FOR COUPLING HALOGENATED PYRIDINE COMPOUND WITH HALOGENATED AROMATIC COMPOUND
  申请人：KOBELCO ECO-SOLUTIONS CO., LTD.

  公开号：US20200317614A1

  公开（公告）日：2020-10-08

  There is a demand for the development of a technique according to which a reaction for coupling a halogenated pyridine compound with a halogenated aromatic compound can be performed in a simple manner through a small number of steps without using expensive agents such as a palladium catalyst. A method for coupling a halogenated pyridine compound with a halogenated aromatic compound includes a step of coupling a halogenated pyridine compound with a halogenated aromatic compound to obtain a pyridine compound by reacting, in a reaction solvent, the halogenated pyridine compound and the halogenated aromatic compound with a solution containing an alkali metal.

  有一种需求，即根据一种技术，可以通过少量步骤简单地进行卤代吡啶化合物与卤代芳香化合物的偶联反应，而无需使用昂贵的试剂，如钯催化剂。一种将卤代吡啶化合物与卤代芳香化合物偶联的方法包括以下步骤：在反应溶剂中，将卤代吡啶化合物和卤代芳香化合物与含有碱金属的溶液反应，以获得吡啶化合物。
• Synthesis, characterization and crystal structure of 6-Chloro-4,4′-dimethyl-2,2′-bipyridine and 4,4′-Dimethyl 2,2′-bipyridine N-Oxide
  作者：Eleonora Conterosito、Claudio Magistris、Claudia Barolo、Gianluca Croce、Marco Milanesio

  DOI：10.1016/j.molstruc.2015.11.054

  日期：2016.3

  Abstract The synthesis, the NMR characterization and the crystal structure of 6-Chloro 4,4′-dimethyl 2,2′-bipyridine and of the reaction intermediate 4,4′-Dimethyl 2,2′-bipyridine N-Oxide are here reported. The target compound crystallizes in the orthorhombic system while the intermediate is monoclinic. In both structures, the molecules are linked by weak interactions. The structure of the reaction

  摘要 本文报道了6-氯4,4'-二甲基2,2'-联吡啶和反应中间体4,4'-二甲基2,2'-联吡啶N-氧化物的合成、NMR表征和晶体结构。 . 目标化合物在斜方晶系中结晶，而中间体为单斜晶系。在这两种结构中，分子通过弱相互作用连接。反应中间体N-氧化物的结构特点是两个苯环之间的二面角为161.77°，而另一个苯环几乎为平面，二面角为179.15°。还借助 Hirshfeld 表面分析研究了晶体堆积。在 N-氧化物反应中间体中，填充由 CH-O 相互作用控制，而在产品中，填充只是通过最小化空隙从而最大化密度来驱动，
• A Series of Dinuclear Copper Complexes Bridged by Phosphanylbipyridine Ligands: Synthesis, Structural Characterization and Electrochemistry
  作者：Alyssia M. Lilio、Kyle A. Grice、Clifford P. Kubiak

  DOI：10.1002/ejic.201201208

  日期：2013.8.6

  H3)2}](PF6)2 (4) were synthesized. The X-ray structures of 1–4 show that the complexes are dinuclear with the bidentate bipyridine coordinating to one copper atom and the phosphane moiety coordinating the other copper center. Complexes 3 and 4 possess short Cu–Cu distances with bridging acetonitrile and isocyanide ligands. The cyclic voltammograms of 1–4 were examined under N2 and CO2. Under N2, 1–3

  膦酰基联吡啶配体 6-(diphenylphosphanyl)-4,4'-dimethyl-2,2'-bipyridine (PPh2-Me2-bipy, a), 4,4'-di-tert-butyl-6-(diphenylphosphanyl)-2 ,2'-联吡啶 (PPh2-tBu2-bipy, b) 和 6-(diisopropylphosphanyl)-2,2'-bipyridine (PiPr2bipy, c) 和相应的双核铜络合物 [Cu2(μ-PPh2-Me2-bipy) 2(NCCH3)2](PF6)2 (1), [Cu2(μ-PPh2-tBu2-bipy)2(NCCH3)2](PF6)2 (2), [Cu2(μ-PiPr2bipy)2(μ- NCCH3)](PF6)2 (3) 和 [Cu2(μ-PiPr2bipy)2μ-CNCH(CH3)2}](PF6)2 (4) 被合成。1-4
• METHOD FOR COUPLING OF HALOGENATED PYRIDINE COMPOUND WITH HALOGENATED AROMATIC COMPOUND
  申请人：Kobelco Eco-Solutions Co., Ltd

  公开号：EP3466927A1

  公开（公告）日：2019-04-10

  There is a demand for the development of a technique according to which a reaction for coupling a halogenated pyridine compound with a halogenated aromatic compound can be performed in a simple manner through a small number of steps without using expensive agents such as a palladium catalyst. A method for coupling a halogenated pyridine compound with a halogenated aromatic compound includes a step of coupling a halogenated pyridine compound with a halogenated aromatic compound to obtain a pyridine compound by reacting, in a reaction solvent, the halogenated pyridine compound and the halogenated aromatic compound with a solution containing an alkali metal.

  需要开发一种技术，根据该技术，卤代吡啶化合物与卤代芳香族化合物的偶联反应可以通过少量步骤以简单的方式进行，而无需使用昂贵的制剂（如钯催化剂）。卤代吡啶化合物与卤代芳香族化合物偶联的方法包括将卤代吡啶化合物与卤代芳香族化合物偶联以得到吡啶化合物的步骤，方法是在反应溶剂中，使卤代吡啶化合物和卤代芳香族化合物与含有碱金属的溶液反应。
• Redox properties of cobalt(II) complexes with azole-pyridines
  作者：Nail M. Shavaleev、Florian Kessler、Michael Grätzel、Mohammad K. Nazeeruddin

  DOI：10.1016/j.ica.2013.07.057

  日期：2013.10

  We report nine new homoleptic octahedral cobalt(II) complexes [Co((NN)-N-boolean AND)(3)](2+) and [Co((NNN)-N-boolean AND-N-boolean AND)(2)](2+) with bidentate or tridentate azole-pyridine ligands (where azole is 1,2,4-triazole or a substituted pyrazole). The complexes are air-and moisture-stable solids of pale pink to pale brown color that exhibit quasireversible redox processes in polar organic solvents. By changing azole heterocycle and by adding methyl groups, we tune redox potentials of the complexes from 0.05 to 0.5 V for the Co(III/II) couple (its cyclic voltammogram depends on the electrode history) and from -1.08 to -1.57 V for the Co(II/I) couple to give a redox gap of 1.37-1.82 V. Replacing a pyrazole with electron-deficient 1,2,4-triazole strongly positively shifts redox potentials of the complexes; in contrast, adding electron-donor methyl groups shifts the potentials negatively. (C) 2013 Elsevier B.V. All rights reserved.