5,6-bis(benzyloxy)pyrazine-2,3-dicarbonitrile | 1228014-75-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,6-bis(benzyloxy)pyrazine-2,3-dicarbonitrile
• 英文别名: 5,6-Bis(phenylmethoxy)pyrazine-2,3-dicarbonitrile；5,6-bis(phenylmethoxy)pyrazine-2,3-dicarbonitrile
• CAS: 1228014-75-2
• 化学式: C₂₀H₁₄N₄O₂
• 分子量: 342.357
• InChiKey: VVTYMLZZZIDOSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  91.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,6-bis(benzyloxy)pyrazine-2,3-dicarbonitrile 、 正己醇 在 zinc diacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 6.0h， 以21.2%的产率得到octakis(hexyloxy)pyrazinoporphyrazinato zinc(II)
  参考文献：
  名称：

  The synthesis and cyclotetramerisation reactions of aryloxy-, arylalkyloxy-substituted pyrazine-2,3-dicarbonitriles and spectroelectrochemical properties of octakis(hexyloxy)-pyrazinoporphyrazine

  摘要：

  Novel, aryloxy- and arylalkyloxy-substituted pyrazine dicarbonitriles were synthesized from 5,6-dichloropyrazine-2,3-dicarbonitrile and the corresponding phenol/alcohol derivatives. Cyclotetramerisation of these pyrazine derivatives to form metal pyrazinoporphyrazines in the presence of appropriate metal salts in different solvents such as DMF, quinoline, 2-dimethylaminoethanol and n-hexanol, resulted in decomposition products with the exception of tell latter solvent which lead to mainly octakis(alkyloxy) pyrazinoporphyrazines. Cyclic voltammetry and differential pulsed voltammetry of the complexes indicated that cobalt pyrazinoporphyrazine displayed both ligand and metal-based redox processes while zinc and copper derivatives exhibited only ligand-based redox processes. The redox processes of the pyrazinoporphyrazines shifted significantly towards positive potentials compared to those of the common phthalocyanines. The novel compounds were characterised using elemental analysis and spectral techniques. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2009.12.003
• 作为产物：
  描述：

  5,6-二氯-2,3-二氰基吡嗪 、 苯甲醇 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以52.5%的产率得到5,6-bis(benzyloxy)pyrazine-2,3-dicarbonitrile
  参考文献：
  名称：

  The synthesis and cyclotetramerisation reactions of aryloxy-, arylalkyloxy-substituted pyrazine-2,3-dicarbonitriles and spectroelectrochemical properties of octakis(hexyloxy)-pyrazinoporphyrazine

  摘要：

  Novel, aryloxy- and arylalkyloxy-substituted pyrazine dicarbonitriles were synthesized from 5,6-dichloropyrazine-2,3-dicarbonitrile and the corresponding phenol/alcohol derivatives. Cyclotetramerisation of these pyrazine derivatives to form metal pyrazinoporphyrazines in the presence of appropriate metal salts in different solvents such as DMF, quinoline, 2-dimethylaminoethanol and n-hexanol, resulted in decomposition products with the exception of tell latter solvent which lead to mainly octakis(alkyloxy) pyrazinoporphyrazines. Cyclic voltammetry and differential pulsed voltammetry of the complexes indicated that cobalt pyrazinoporphyrazine displayed both ligand and metal-based redox processes while zinc and copper derivatives exhibited only ligand-based redox processes. The redox processes of the pyrazinoporphyrazines shifted significantly towards positive potentials compared to those of the common phthalocyanines. The novel compounds were characterised using elemental analysis and spectral techniques. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2009.12.003

文献信息

• CYCLIC DINITRILE COMPOUNDS AS ADDITIVES FOR ELECTROLYTE
  申请人：BASF SE

  公开号：EP3335265B1

  公开（公告）日：2020-02-26