hydrazobenzene radical | 131214-57-8

• 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: hydrazobenzene radical
• CAS: 131214-57-8
• 化学式: C₁₂H₁₁N₂
• 分子量: 183.233
• InChiKey: CINXMAJSSDELJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  hydrazobenzene radical 在 硝基甲烷 作用下， 生成 1,2-二苯肼
  参考文献：
  名称：

  Gas-phase chemistry of the negative ions derived from azo- and hydrazobenzene

  摘要：

  The proton affinities of the azobenzene radical anion and the conjugate base of hydrazobenzene have been determined to be 1465 kJ mol-1 and 1514 kJ mol-1, respectively, with the use of a Fourier transform ion cyclotron resonance (FT-ICR) mass spectrometer equipped with an external ion source. The proton affinities lead in combination with a measured electron affinity of azobenzene (55 kJ mol-1) to a N-H bond dissociation energy (BDE) of 306 kJ mol-1 for hydrazobenzene while the N-H BDE of the PhNHNPh radical is estimated to be 208 kJ mol-1. The difference between the N-H BDE values of 98 kJ mol-1 approximates the pi-bond energy of the nitrogen-nitrogen bond in azobenzene. The reaction of the PhNNBARPh and PhNHNBARPh ions with derivatives of trifluoroacetic acid are characterized. The occurrence of dissociative electron transfer instead of S(N)2 substitution in reactions of the azobenzene radical anion with halogen-substituted methanes is discussed.

  DOI：

  10.1021/jo00002a023
• 作为产物：
  描述：

  Azobenzol -Radikal 在 e_s^(1-) 作用下， 以 甲醇 为溶剂， 生成 hydrazobenzene radical
  参考文献：
  名称：

  脉冲辐射分解研究醇中偶氮染料还原的主要过程

  摘要：

  DOI：

  10.1021/j100263a025

文献信息

• Gas-phase chemistry of the negative ions derived from azo- and hydrazobenzene
  作者：Steen Ingemann、Roel H. Fokkens、Nico M. M. Nibbering

  DOI：10.1021/jo00002a023

  日期：1991.1

  The proton affinities of the azobenzene radical anion and the conjugate base of hydrazobenzene have been determined to be 1465 kJ mol-1 and 1514 kJ mol-1, respectively, with the use of a Fourier transform ion cyclotron resonance (FT-ICR) mass spectrometer equipped with an external ion source. The proton affinities lead in combination with a measured electron affinity of azobenzene (55 kJ mol-1) to a N-H bond dissociation energy (BDE) of 306 kJ mol-1 for hydrazobenzene while the N-H BDE of the PhNHNPh radical is estimated to be 208 kJ mol-1. The difference between the N-H BDE values of 98 kJ mol-1 approximates the pi-bond energy of the nitrogen-nitrogen bond in azobenzene. The reaction of the PhNNBARPh and PhNHNBARPh ions with derivatives of trifluoroacetic acid are characterized. The occurrence of dissociative electron transfer instead of S(N)2 substitution in reactions of the azobenzene radical anion with halogen-substituted methanes is discussed.
• Primary processes in the reduction of azo dyes in alcohols studied by pulse radiolysis
  作者：Lucia Flamigni、Sandra Monti

  DOI：10.1021/j100263a025

  日期：1985.8