3-[(3-硝基苯基)二氮烯基]苯胺 | 61390-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 3-[(3-硝基苯基)二氮烯基]苯胺
• 英文名称: 3-amino-3'-nitroazobenzene
• 英文别名: 3-[(E)-(3-Nitrophenyl)diazenyl]aniline；3-[(3-nitrophenyl)diazenyl]aniline
• CAS: 61390-99-6
• 化学式: C₁₂H₁₀N₄O₂
• 分子量: 242.237
• InChiKey: UTAATEFQLRIXBK-UHFFFAOYSA-N

物化性质

• 沸点：
  462.4±30.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-二硝基苯 在 (Ph₄C₄CO)(CO)3Ru 一氧化碳 、 水 、 sodium formate 作用下， 以 四氢呋喃 为溶剂， 105.0 ℃ 、3.45 MPa 条件下， 反应 4.0h， 以35.8%的产率得到3-amino-3'-nitro azoxybenzene
  参考文献：
  名称：

  Catalytic reduction of nitroaromatics with carbon monoxide and water using tricarbonyltetraphenylcyclopentadienone ruthenium(0)

  摘要：

  DOI：

  10.1016/0022-328x(89)85414-2

文献信息

• Role of intermolecular reactions in thermolysis of aromatic nitro compounds in supercritical aromatic solvents
  作者：Leanna M. Minier、Kay R. Brower、Jimmie C. Oxley

  DOI：10.1021/jo00010a025

  日期：1991.5

  Several nitroarenes were decomposed isothermally in dilute supercritical solution in benzene or toluene and in the vapor phase in the temperature range of 290-380-degrees-C in sealed glass tubes with pressures up to 100 MPa. The mechanisms of thermolysis are inferred from kinetic studies and product analysis. The initial rate-controlling step for nitrobenzene and p-nitrotoluene decomposition is probably intermolecular hydrogen abstraction to form an ArNO2H radical intermediate. The nature of the transition state is deduced from the activation volume (DELTA-V*), H/D kinetic-isotope effect, and a linear free-energy relationship between the ionization potential of the hydrogen donor and the logarithm of the decomposition rate. A concurrent pathway for o-nitrotoluene is an intramolecular reaction in which anthranil is an intermediate. The behavior of 1,3-dinitrobenzene and 1,4-dinitrobenzene resembles that of nitrobenzene, whereas 2,4-dinitrotoluene and 2,6-dinitrotoluene decompose in the same manner as o-nitrotoluene. Activation parameters are given and detailed mechanisms proposed.