1-(4-chlorophenyl)-2-(p-tolyl)diazene oxide | 96294-55-2

• 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: 1-(4-chlorophenyl)-2-(p-tolyl)diazene oxide
• 英文别名: N-<4-Chlor-phenyl>-N'-<4-methyl-phenyl>-diimid-N-oxid；N-<4-Chlor-phenyl>-N'-p-tolyl-diimid-N-oxid；(4-Chlorophenyl)-(4-methylphenyl)imino-oxidoazanium
• CAS: 96294-55-2
• 化学式: C₁₃H₁₁ClN₂O
• 分子量: 246.696
• InChiKey: VTLUZFQNLRYBAH-UHFFFAOYSA-N

物化性质

• 沸点：
  383.4±52.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯基羟胺 以 二氯甲烷 为溶剂， 生成 1-(4-chlorophenyl)-2-(p-tolyl)diazene oxide
  参考文献：
  名称：

  Synthesis of Azoxy Compounds from Nitrosohydroxylamine Tosylates¹

  摘要：

  DOI：

  10.1021/jo01025a014

文献信息

• Aryliminodimagnesium Reagents. XIV. Reactions with Nitrobenzenes Having Electronegative<i>ortho</i>-Substituents. Effects of Reaction Conditions on Condensation, Replacement, and Substitution
  作者：Masao Okubo、Yoshito Inatomi、Naoki Taniguchi、Kaori Imamura

  DOI：10.1246/bcsj.61.3581

  日期：1988.10

  In reactions of ArN(MgBr)2 with o-MeO- and o-halo-substituted nitrobenzenes, types and yields of products were different from those in its reactions with m- and p-substituted substrates. Condensation (leading to unsymmetrical azoxy- and azobenzenes), o-substituent replacement, and nuclear substitution took place. Relative yields of products were greatly affected by substituents and reaction conditions

  ArN(MgBr)2与o-MeO-和o-卤代硝基苯的反应中，产物的类型和产率与其与m-和p-取代底物的反应不同。发生缩合（导致不对称的偶氮苯和偶氮苯）、邻位取代基和核取代。产物的相对产率受取代基和反应条件的影响很大。o-MeO 和 oF 有利于置换，而 o-Cl、o-Br 和 oI 有利于置换。当使用小摩尔过量的试剂和低浓度时，置换和/或取代占主导地位，而当使用大摩尔过量的试剂和高浓度时，缩合占主导地位，从机理上讨论了这种现象。
• Synthesis of Unsymmetrical Aromatic Azoxy Compounds by Silver‐Mediated Oxidative Coupling of Aromatic Amines with Nitrosoarenes
  作者：Weijie Ding、Shengshi Xu、Xiaochun Yu、Shun Wang

  DOI：10.1002/adsc.201801175

  日期：2019.3.15

  A silver(I) oxide‐mediated synthesis of unsymmetrical aromatic azoxy compounds has been successfully achieved, wherein oxidative coupling reactions between aromatic amines and nitrosoarenes take place in ethanol under air. This reaction has very high economic value because silver(I) oxide is the only oxidant required and no other additive is needed. The resulted silver particles can be easily recovered

  已经成功实现了氧化银（I）介导的不对称芳族氮氧基化合物的合成，其中芳族胺与亚硝基芳烃之间的氧化偶联反应在空气中于乙醇中进行。该反应具有很高的经济价值，因为氧化银（I）是唯一需要的氧化剂，不需要其他添加剂。生成的银颗粒可以很容易地回收，而唯一的其他副产品是水。该新方法与各种官能团兼容，并在温和的反应条件下进行。
• The Preparation and Some Reactions of N'-Fluorodiimide N-Oxides,¹ R—N(O)=NF
  作者：Travis E. Stevens、Jeremiah P. Freeman

  DOI：10.1021/jo01031a041

  日期：1964.8
• Perfluoroalkylation of azo compounds
  作者：Masaki Matsui、Shigeo Kawamura、Katusoyoshi Shibata、Hiroshige Muramatsu、Motohiro Mitani、Hideo Sawada、Masaharu Nakayama

  DOI：10.1016/s0022-1139(00)82833-x

  日期：1992.4

  Perfluoroalkyl azo dyes were prepared by the reaction of azo compounds with bis(perfluoroalkanoyl) peroxides. The absorption spectra and melting points of the perfluoroalkyl azo dyes were also examined.