2,2′,5,5′-tetramethyl-4,4′-azodiacetanilide | 106423-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,2′,5,5′-tetramethyl-4,4′-azodiacetanilide
• 英文别名: 4,4'-Diacetamino-2,2',5,5'-tetramethyl-azobenzol；2,2',5,5'-Tetramethyl-4,4'-diacetylamino-azobenzol
• CAS: 106423-99-8
• 化学式: C₂₀H₂₄N₄O₂
• 分子量: 352.436
• InChiKey: IYSYYWTWVOVSNU-UHFFFAOYSA-N

物化性质

• 沸点：
  614.2±55.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  82.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2,5-二甲基-4-硝基乙酰苯胺 在 sodium perborate tetrahydrate 、 iron(III) chloride hexahydrate 、 硼酸 、 甲烷 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 21.75h， 生成 2,2′,5,5′-tetramethyl-4,4′-azodiacetanilide
  参考文献：
  名称：

  Variable Noninnocence of Substituted Azobis(phenylcyanamido)diruthenium Complexes

  摘要：

  The synthetic chemistry of substituted 4,4'-azobis(phenylcyanamide) ligands was investigated, and the complexes [{Ru(tpy)(bpy)}(2)(mu-L)][PF6](2), where L = 2,2':5,5'-tetramethyl-4,4'-azobis(phenylcyanamido) (Me4adpc(2)), 2,2'-dimethyl-4,4'-azobis(phenylcyanamido) (Me(2)adpc(2)), unsubstituted (adpc2), 3,3'-dichloro-4,4'-azobis(phenylcyanamido) (Cl(2)adpc(2)), and 2,2':5,5'-tetrachloro-4,4'-azobis(phenylcyanamido) (Cl(4)adpc(2)), were prepared and characterized by cyclic voltammetry and visnear-IR (NIR) and IR spectroelectrochemistry. The room temperature electron paramagnetic resonance spectrum of [{Ru(tpy)(bpy)}(2)(mu-Me(4)adpc)](3+) showed an organic radical signal and is consistent with an oxidation-state description [Ru-II, Me(4)adpc, Ru-II](3+), while that of [{Ru(tpy)(bpy)}(2)(mu-Cl(2)adpc)](3+) at 10 K showed a low-symmetry Ru-III signal, which is consistent with the description [Ru-III, Cl(2)adpc(2), Ru-II](3+). IR spectroelectrochemistry data suggest that [{Ru(tpy)(bpy)}(2)(mu-adpc)](3+) is delocalized and [{Ru(tpy)(bpy)}(2)(mu-Cl(2)adpc)](3+) and [{Ru(tpy)(bpy)}(2)(mu-Cl(4)adpc)](3+) are valence-trapped mixed-valence systems. A NIR absorption band that is unique to all [{Ru(tpy)(bpy)}(2)(mu-L)](3+) complexes is observed; however, its energy and intensity vary depending on the nature of the bridging ligand and, hence, the complexes oxidation-state description.

  DOI：

  10.1021/ic502487x