N-(4-Chloro-phenyl)-N-hydroxy-4-nitro-benzamide | 36016-31-6

• 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: N-(4-Chloro-phenyl)-N-hydroxy-4-nitro-benzamide
• 英文别名: N-(4-chlorophenyl)-N-hydroxy-4-nitrobenzamide
• CAS: 36016-31-6
• 化学式: C₁₃H₉ClN₂O₄
• 分子量: 292.678
• InChiKey: HTOAGFFJCIMVRY-UHFFFAOYSA-N

物化性质

• 熔点：
  123 °C(Solv: benzene (71-43-2))
• 沸点：
  505.0±60.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 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：
  86.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-Chloro-phenyl)-N-hydroxy-4-nitro-benzamide 在 一水合肼 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 4-chloro-N-methoxyaniline
  参考文献：
  名称：

  一种制备 N-芳基和 N-烷基-O-甲基羟胺的简便方法

  摘要：

  摘要 三氟乙酰或对硝基苯并-N-取代的异羟肟酸用重氮甲烷顺利甲基化，产物被肼完全裂解，得到标题化合物。

  DOI：

  10.1080/00397919508015485
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 4-氯苯基羟胺 在 碳酸氢钠 作用下， 以 乙醚 、 水 为溶剂， 以83%的产率得到N-(4-Chloro-phenyl)-N-hydroxy-4-nitro-benzamide
  参考文献：
  名称：

  一种制备 N-芳基和 N-烷基-O-甲基羟胺的简便方法

  摘要：

  摘要 三氟乙酰或对硝基苯并-N-取代的异羟肟酸用重氮甲烷顺利甲基化，产物被肼完全裂解，得到标题化合物。

  DOI：

  10.1080/00397919508015485

文献信息

• Oxidation of Rhodium(I) by Hydroxamic Acids. Synthesis, Structure, and Electrochemical Properties of Bis(hydroxamate) Complexes of Rhodium(III)
  作者：Anindya Das、Falguni Basuli、Shie-Ming Peng、Samaresh Bhattacharya

  DOI：10.1021/ic0106930

  日期：2002.1.1

  There has been considerable interest in the coordination chemistry of the hydroxamic acids (1), because of their relevance in the physiological systems in general and because of their siderophoric activities in microbial transport of iron(3) and their theraputic applications in particular.(4) Hydroxamic acids are known to bind to metal ions usually as a bidentate O,O-donor forming a five-membered chelate ring (2).(5) However, we have recently observed an interesting chemical transformation of N-phenylbenzohydroxamic acids into their corresponding amides, brought about during their reaction with [Os(bPY)(2)Br-2], whereby the amides coordinate to osmium(III) as dianionic C,N-donors (3).(6) This has encouraged us to explore the interaction of the hydroxamic acids with other transition metal ions, preferably in their low oxidation states. For this study we selected rhodium(l) as the low-valent metal ion and N-phenylbenzohydroxamic acids as ligand. It may be mentioned here that though the chemistry of hydroxamate complexes of many transition metals has received considerable attention,(2) that of rhodium, hydroxamates appears to remain completely unexplored. As the source of rhodium(l), the Wilkinson's catalyst, viz. [Rh(PPh3)(3)Cl] was chosen because of its well-known ability to bring about catalytic transformation of organic molecules,7 as well as its efficiency as a synthon. for the preparation of mixed-ligand octahedral complexes of rhodium(III) via oxidative addition of incoming ligands.(8) Reaction of the, N-phenylbenzohydroxamic acids with [Rh(PPh3)(3)Cl] afforded a family of bis(hydroxamate) complexes of rhodium(III) along with the corresponding amides as the byproduct. The chemistry of the bis(hydroxamate) complexes of rhodium(M) is reported here with special reference to their synthesis, structure, and electrochemical properties.
• A Convenient Method for the Preparation of<i>N</i>-Aryl and<i>N</i>-Alkyl-<i>O</i>-Methyl Hydroxylamines
  作者：Paulo F. Santos、Ana M. Lobo、Sundaresan Prabhakar

  DOI：10.1080/00397919508015485

  日期：1995.11

  Abstract Trifluoroaceto or p-nitrobenzo-N-substituted hydroxamic acids are smoothly methylated with diazomethane and the products cleanly cleaved by hydrazine to provide the title compounds.

  摘要 三氟乙酰或对硝基苯并-N-取代的异羟肟酸用重氮甲烷顺利甲基化，产物被肼完全裂解，得到标题化合物。