2,3,5,6-tetrakis(bromomethyl)pyrazine | 156544-64-8

• 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: 2,3,5,6-tetrakis(bromomethyl)pyrazine
• CAS: 156544-64-8
• 化学式: C₈H₈Br₄N₂
• 分子量: 451.781
• InChiKey: HNQJKZOFXDAFBT-UHFFFAOYSA-N

物化性质

• 沸点：
  406.6±40.0 °C(Predicted)
• 密度：
  2.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2,3,5,6-tetrakis(bromomethyl)pyrazine 在 sodium azide 作用下， 以 甲醇 为溶剂， 以82%的产率得到2,3,5,6-Tetrakis(azidomethyl)pyrazine
  参考文献：
  名称：

  Mn II，Cu II和Zn II与新型双（三齿）螯合物2,3,5,6-四（氨基甲基）吡嗪的配合物的合成和晶体结构

  摘要：

  制备了新的双（三齿）螯合物2,3,5,6-四（氨基甲基）吡嗪（tampyz）。它与MnCl 2在水中形成准线性一维聚合物络合物。[{Mn（tampyz）Cl 2 ·2H 2 O} ∞ ]。晶体结构表明，它是第一种具有规则的金属-配体排列的无限配位聚合物，其中金属原子被配体的所有六个官能团完全配位。的双核配合物[铜2（tampyz）氯2 ]氯2 ·2.25H 2是由Cu的反应所得的O（O 3 SC 6 H ^ 4 ME- P）2水中的·5H 2 O和[H 4 tampyz] Cl 4，并测定其晶体结构。铜原子可以在正方形平面环境中被认为是四坐标，或者在两个弱顶端Cu⋯Cl键的情况下被认为是六坐标，因此形成了梯型聚合物。ZnCl 2和tampyz在水中的反应制备了双核络合物[Cl 2 Zn（tampyz）ZnCl 2 ] 。它的晶体结构表明，锌原子以三角双锥体排列为五坐标。正如ad 10络合物

  DOI：

  10.1039/dt9940001549
• 作为产物：
  描述：

  川芎嗪 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 、 氯仿 为溶剂， 反应 4.0h， 以10%的产率得到2,3,5,6-tetrakis(bromomethyl)pyrazine
  参考文献：
  名称：

  Mn II，Cu II和Zn II与新型双（三齿）螯合物2,3,5,6-四（氨基甲基）吡嗪的配合物的合成和晶体结构

  摘要：

  制备了新的双（三齿）螯合物2,3,5,6-四（氨基甲基）吡嗪（tampyz）。它与MnCl 2在水中形成准线性一维聚合物络合物。[{Mn（tampyz）Cl 2 ·2H 2 O} ∞ ]。晶体结构表明，它是第一种具有规则的金属-配体排列的无限配位聚合物，其中金属原子被配体的所有六个官能团完全配位。的双核配合物[铜2（tampyz）氯2 ]氯2 ·2.25H 2是由Cu的反应所得的O（O 3 SC 6 H ^ 4 ME- P）2水中的·5H 2 O和[H 4 tampyz] Cl 4，并测定其晶体结构。铜原子可以在正方形平面环境中被认为是四坐标，或者在两个弱顶端Cu⋯Cl键的情况下被认为是六坐标，因此形成了梯型聚合物。ZnCl 2和tampyz在水中的反应制备了双核络合物[Cl 2 Zn（tampyz）ZnCl 2 ] 。它的晶体结构表明，锌原子以三角双锥体排列为五坐标。正如ad 10络合物

  DOI：

  10.1039/dt9940001549

文献信息

• Synthesis and Structural Studies of 1,8-Pyridine-Capped 5,12-Dioxocyclams
  作者：Thomas Wynn、L. S. Hegedus

  DOI：10.1021/ja994352l

  日期：2000.5.1

  5,12-Dioxocyclams and bis-dioxocyclams were capped across the 1,8-secondary amino groups with 2,6-bis(bromomethyl)pyridine to give pyridine-capped mono- and bis-dioxocyclams. The copper(II) complex of capped monocyclam 5b was prepared and characterized by X-ray crystallography. Treatment of dioxocyclams with 2,3,5,6-tetrakis(bromomethyl)pyrazine produced bis-cyclams connected through the ir secondary amino groups through the 2,3- and 5,6-positions of the pyrazine.
• 2,3,5,6-Tetrakis(phenoxymethyl)pyrazine and 2,3,5,6-tetrakis(phenylsulfanylmethyl)pyrazine
  作者：Tokouré Assoumatine、Gilles Gasser、Helen Stoeckli-Evans

  DOI：10.1107/s010827010700710x

  日期：2007.4.15

  The title compounds, C32H28N2O4, (I), and C32H28N2S4, (II), respectively, are tetrasubstituted pyrazines and both possess C-i symmetry. They differ only in the hetero atom (X) of the -CH2XPh side-arm substituents: X = O in (I) and S in (II). Compound (I) has an overall S-shape with a pair of adjacent -CH2OPh side arms alternately above and below the plane of the central pyrazine ring. The phenyl rings are inclined to one another by 12.63 (18)degrees and there is one intramolecular C - H center dot center dot center dot O hydrogen bond involving adjacent -CH2OPh side arms. In compound (II), adjacent -CH2SPh side arms point in opposite directions with respect to the pyrazine ring plane, with the phenyl rings inclined at 60.45 (8)degrees. Both structures have weak C - H center dot center dot center dot pi intermolecular interactions.
• Two triclinic polymorphs of 2,3,5,6-tetrakis(naphthalen-2-ylsulfanylmethyl)pyrazine
  作者：Jessica Pacifico、Helen Stoeckli-Evans

  DOI：10.1107/s010827010400023x

  日期：2004.2.15

  The title compound, C48H36N2S4, can be crystallized as two polymorphic structures, (I) and (II), both of which are in the triclinic space group P (1) over bar and possess C-i symmetry. In the crystal structure of polymorph (I), the adjacent naphthalene moieties are orientated towards one another and are inclined to one another by 78.7 (1)degrees, resulting in weak C-H...pi interactions. In polymorph (II), the adjacent substituents are orientated away from one another, enclosing the pyrazine N atoms. In this way, the S atom of one substituent sits below the plane of the naphthalene ring of the other substituent.
• 2,6-Dibenzyl-1,2,3,5,6,7-hexahydro-2,4,6,8-tetraaza-<i>s</i>-indacene and 2,6-bis(4-methoxybenzyl)-1,2,3,5,6,7-hexahydro-2,4,6,8-tetraaza-<i>s</i>-indacene
  作者：Gilles Gasser、Helen Stoeckli-Evans

  DOI：10.1107/s0108270104009485

  日期：2004.7.15

  The title compounds, C22H22N4 and C24H26N4O2 [ alternative names: 2,6-dibenzyl-2,3,6,7-tetrahydro-1H, 5H-dipyrrolo[3,4-b; 3',4'-e] pyrazine and 2,6- bis(4-methoxybenzyl)-2,3,6,7-tetrahydro-1H, 5H-dipyrolo[3,4- b; 3',4'-e] pyrazine], two 1,2,3,5,6,7-hexahydro- 2,4,6,8-tetraaza-s-indacene derivatives, are both centrosymmetric and have similar S-shaped structures. In the former, there are two independent molecules ( A and B), both of which possess C-i symmetry. These two molecules are arranged such that the benzene ring substituent of molecule B is directed towards the plane of the benzene ring substituent of molecule A, with a dihedral angle of 55.4 (2)degrees between their planes. The shortest C - H...C distance is, however, only 3.21 (1) Angstrom. In both compounds, the benzene ring substituents are almost perpendicular to the plane of the central pyrazine ring, and the pyrrolidine rings have perfect envelope conformations. In the crystal structures of both compounds, the molecules pack in a herring-bone arrangement.