3-[4-(dimethylamino)phenyl]-1,5-diphenylformazan | 62732-23-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[4-(dimethylamino)phenyl]-1,5-diphenylformazan
• 英文别名: N,N-Dimethyl-4-{[(E)-phenyldiazenyl](2-phenylhydrazinylidene)methyl}aniline；N'-anilino-4-(dimethylamino)-N-phenyliminobenzenecarboximidamide
• CAS: 62732-23-4
• 化学式: C₂₁H₂₁N₅
• 分子量: 343.431
• InChiKey: ARAPGVITTOXPHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 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：
  52.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 3-[4-(dimethylamino)phenyl]-1,5-diphenylformazan 在 potassium hydrogensulfate 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 以38%的产率得到2,4-diphenyl-6-(4-dimethylaminophenyl)-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl
  参考文献：
  名称：

  Synthesis and Electrochemical Properties of 2-(4-R1-Phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro1,2,4,5-tetrazin-1(2H)-yls

  摘要：

  A new methodology for creating electroactive components for organic batteries, based on the construction of a molecular platform including stable 3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl radicals was described. A series of 2-(4-R-1-phenyl)-6-(4-R-2-phenyl)-4-phenyl-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yls with substituents of various nature was obtained. It was shown that the substituents R-1 in the aromatic ring at position 2 of the tetrazinyl fragment influence the value of the oxidation potential in the radical, but do not influence the value of the reduction potentials, while the substituent R-2 of the aromatic ring at position 6 influence the values of the reduction potentials and practically do not influence oxidation potential values. Based on the obtained electrochemical data, a correlation structure-potential value was revealed for the cathodic and anodic process, with the help of which triarylsubstituted 3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl radicals with high values of the electrochemical gap were obtained.

  DOI：

  10.1134/s1070363220030044
• 作为产物：
  描述：

  对二甲氨基苯甲醛 在 盐酸 、 sodium acetate 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 16.0h， 生成 3-[4-(dimethylamino)phenyl]-1,5-diphenylformazan
  参考文献：
  名称：

  Synthesis and Electrochemical Properties of 2-(4-R1-Phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro1,2,4,5-tetrazin-1(2H)-yls

  摘要：

  A new methodology for creating electroactive components for organic batteries, based on the construction of a molecular platform including stable 3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl radicals was described. A series of 2-(4-R-1-phenyl)-6-(4-R-2-phenyl)-4-phenyl-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yls with substituents of various nature was obtained. It was shown that the substituents R-1 in the aromatic ring at position 2 of the tetrazinyl fragment influence the value of the oxidation potential in the radical, but do not influence the value of the reduction potentials, while the substituent R-2 of the aromatic ring at position 6 influence the values of the reduction potentials and practically do not influence oxidation potential values. Based on the obtained electrochemical data, a correlation structure-potential value was revealed for the cathodic and anodic process, with the help of which triarylsubstituted 3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl radicals with high values of the electrochemical gap were obtained.

  DOI：

  10.1134/s1070363220030044

文献信息

• Synthesis and Electrochemical Properties of 2-(4-R1-Phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro1,2,4,5-tetrazin-1(2H)-yls
  作者：S. G. Kostryukov、A. V. Balandina、A. Sh. Kozlov、E. V. Kraynov、M. K. Pryanichnikova、O. Yu. Chernyaeva、A. A. Akhmatova、Yu. I. Lukshina

  DOI：10.1134/s1070363220030044

  日期：2020.3

  A new methodology for creating electroactive components for organic batteries, based on the construction of a molecular platform including stable 3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl radicals was described. A series of 2-(4-R-1-phenyl)-6-(4-R-2-phenyl)-4-phenyl-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yls with substituents of various nature was obtained. It was shown that the substituents R-1 in the aromatic ring at position 2 of the tetrazinyl fragment influence the value of the oxidation potential in the radical, but do not influence the value of the reduction potentials, while the substituent R-2 of the aromatic ring at position 6 influence the values of the reduction potentials and practically do not influence oxidation potential values. Based on the obtained electrochemical data, a correlation structure-potential value was revealed for the cathodic and anodic process, with the help of which triarylsubstituted 3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl radicals with high values of the electrochemical gap were obtained.