4-氯-N-羟基-N-(4-甲基苯基)苯甲酰胺 | 29556-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氯-N-羟基-N-(4-甲基苯基)苯甲酰胺
• 英文名称: N-p-Tolyl-p-chlorbenzohydroxamsaeure
• 英文别名: 4-Chloro-N-hydroxy-N-(4-methylphenyl)benzamide
• CAS: 29556-29-4
• 化学式: C₁₄H₁₂ClNO₂
• 分子量: 261.708
• InChiKey: HKVQJIGYHSKGMN-UHFFFAOYSA-N

物化性质

• 沸点：
  438.1±55.0 °C(Predicted)
• 密度：
  1.334±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Wilkinson's catalyst 、 4-氯-N-羟基-N-(4-甲基苯基)苯甲酰胺 在 Et₃N 作用下， 以 苯 为溶剂， 生成 [Rh(III)(triphenylphosphine)(4-ClC6H4C(O)N(O)C6H4CH3-4')2Cl]
  参考文献：
  名称：

  异羟肟酸氧化铑（I）。铑（III）双（异羟肟酸酯）配合物的合成，结构和电化学性能。

  摘要：

  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.

  DOI：

  10.1021/ic0106930

文献信息

• Ghosh, Kallol K.; Thakur, Santosh S., Journal of the Indian Chemical Society, 1999, vol. 76, # 1, p. 28 - 30
  作者：Ghosh, Kallol K.、Thakur, Santosh S.

  DOI：——

  日期：——