1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione | 131339-20-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione
• 英文别名: 1-(6-methylpyridin-2-yl)-2-pyridin-2-ylethane-1,2-dione
• CAS: 131339-20-3
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: PYCHAZGHMHCWCG-UHFFFAOYSA-N

物化性质

• 沸点：
  414.2±35.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione 在 四氯苯醌 作用下， 以 乙醇 、 xylene 为溶剂， 生成 2-(6-甲基吡啶-2-基)-3-吡啶-2-基吡嗪
  参考文献：
  名称：

  Preparation of Non-Symmetrical 2,3-Bis-(2,2′-oligopyridyl)pyrazines via 1,2-Disubstituted Ethanones

  摘要：

  DOI：

  10.1055/s-1999-2800
• 作为产物：
  描述：

  2-吡啶甲酸乙酯 在 碳酸氢钠 、 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione
  参考文献：
  名称：

  Insights on the synthesis and organisational phenomena of twisted pyrazine–pyridine hybrids

  摘要：

  通过适当的混合α-二酮前体，制备了含有两种不同寡吡啶链的吡嗪-吡啶杂化物，这些杂化物在吡嗪环核上进行2,3-二取代。后者是通过相应1,2-二取代乙酮的烯醇的环氧化反应获得的。通过详细的质子核磁共振光谱学和X射线晶体学方法研究吡嗪衍生物的结构。这些研究表明寡吡啶链相互扭曲，形成预双螺旋拓扑结构。这种现象发生在距离吡嗪环最多两个吡啶-2,6-二基基团处，并伴随着空间上接近的吡啶环的边缘面对堆积。吡嗪的平行堆积和弱的C-H…N酸性相互作用在其晶格中具有重要意义，并可能在其金属超分子自组装行为模式中发挥作用。

  DOI：

  10.1039/b107751a

文献信息

• Synthesis, Characterisation and Crystal Structure of a Co-crystal of Two Components: 1,2-bis(6-methylpyridin-2-yl)ethane-1,2-dione and 1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione
  作者：M. Judith Percino、Víctor M. Chapela、Omar Urzúa、Héctor Toribio、Cecilia Rodríguez-Barbarín

  DOI：10.3184/030823407x200434

  日期：2007.3

  A condensation reaction of an equimolar ratio of 2-pyridinecarboxaldehyde and (6-methylpyridin-2-yl)methanol without a catalyst in a solvent-free reaction at 140°C was expected to yield 2-hydroxy-[1,2-bis(6-methylpyridin-2-yl)]ethan-1-one. FT-IR spectroscopy of the yellow-brown solid reaction product indicated the presence of a –CO–COH– group. The solid compound was treated with cyclohexane and green

  2-吡啶甲醛和（6-甲基吡啶-2-基）甲醇等摩尔比的缩合反应在无催化剂的情况下，在140°C下的无溶剂反应中预计会产生2-羟基-[1,2-双（ 6-methylpyridin-2-yl)]ethan-1-one。黄褐色固体反应产物的 FT-IR 光谱表明存在 -CO-COH- 基团。固体化合物用环己烷处理，产生绿色晶体。通过FT-IR、1H NMR、EI质谱和单晶X射线衍射对晶体进行表征。通过单晶 X 射线衍射确定的分子和晶体结构解析出一种晶体，该晶体显示两种分子组分 [C13H10N2O2 和 C14H12N2O2]，比例为 60.4:39.6 [C13.40H10.79N2O2]。两种化合物在三斜空间群 P-1 中共结晶，a = 7.859(5), b = 8.021(14), c = 9.060(5) Å，α = 101.36(2)°, β = 90.06(3)°, γ = 90.92(3)°
• Process to obtain dimers, trimers and up to polymers from pyridinmethanol derivatives compounds
  申请人：PERCINO ZACARIAS Maria Judith

  公开号：US20090043063A1

  公开（公告）日：2009-02-12

  The process of the current invention, named Percino-Chapela, has as one of its main novelty features that starting from pyridinmethanol derivatives, a dimerization or polymerization reaction of pyridinic alcohols is carried out in order to produce novel products, the process of the current invention has the following aspects that characterize it: it is carried out in the absence or presence of some solvent, during the process of the current invention, temperature may be or may be not used as catalyst, in the process of the current invention the reaction may be or may not be catalyzed by the presence of a catalyst (acid or base), the resultant products can be produced and separated in an easy way, in the process of the current invention starting from pyridinic alcohols the resultant ethenediols can be produced by a single step reaction, the pyridinmethanol derivatives used as starting compounds, do not oxidize as easily and their handling is easier than that of other compounds previously used that oxidize easily, the products produced with etheneidol parts can be used as antioxidants due to their capacity to act as free radicals scavengers.

  本发明的过程名为Percino-Chapela，其主要的创新特点之一是从吡啶甲醇衍生物开始，进行吡啶醇的二聚或聚合反应，以产生新的产物。本发明的过程具有以下特点：可以在有或无溶剂的情况下进行，可以使用温度作为催化剂，反应可以或不能通过催化剂（酸或碱）进行催化，所得产物可以容易地生产和分离，从吡啶醇开始，可以通过单步反应产生所得的乙烯二醇，与先前容易氧化的其他化合物相比，作为起始化合物使用的吡啶甲醇衍生物不易氧化，其处理更容易，由乙烯二醇部分产生的产品可以用作抗氧化剂，因为它们具有作为自由基清除剂的能力。
• Process to obtain dimers, trimers and up to polymers from pyridinemethanol derivatives compounds
  申请人：Benemerita Universidad Autonoma de Puebla

  公开号：EP2025697B1

  公开（公告）日：2013-12-18
• US7989583B2
  申请人：——

  公开号：US7989583B2

  公开（公告）日：2011-08-02
• Insights on the synthesis and organisational phenomena of twisted pyrazine–pyridine hybrids
  作者：Fenton Heirtzler、Markus Neuburger、Klaus Kulike

  DOI：10.1039/b107751a

  日期：2002.3.8

  Pyrazine–pyridine hybrids containing two different oligopyridyl chains, 2,3-disubstituted onto the pyrazine ring nucleus are prepared from appropriate mixed α-diketone precursors. The latter were obtained by epoxidation of the enols of corresponding 1,2-disubstituted ethanones. The structures of the pyrazine derivatives were investigated by detailed proton NMR spectroscopic and X-ray crystallographic methods. These indicated a twisting of the oligopyridyl chains about one another to result in a pre-double helical topology. This phenomenon occurred up to two pyridin-2,6-diyl groupings from the pyrazine ring and is accompanied by edge-on-face stacking of spatially proximate pyridyl rings. Parallel stacking of pyrazine and weak C–H⋯N acid interactions are significant in their crystal lattices and may also figure in their metallosupramolecular self-assembly behaviour patterns.

  通过适当的混合α-二酮前体，制备了含有两种不同寡吡啶链的吡嗪-吡啶杂化物，这些杂化物在吡嗪环核上进行2,3-二取代。后者是通过相应1,2-二取代乙酮的烯醇的环氧化反应获得的。通过详细的质子核磁共振光谱学和X射线晶体学方法研究吡嗪衍生物的结构。这些研究表明寡吡啶链相互扭曲，形成预双螺旋拓扑结构。这种现象发生在距离吡嗪环最多两个吡啶-2,6-二基基团处，并伴随着空间上接近的吡啶环的边缘面对堆积。吡嗪的平行堆积和弱的C-H…N酸性相互作用在其晶格中具有重要意义，并可能在其金属超分子自组装行为模式中发挥作用。