m-(2-imidazolylazo)phenol | 134654-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: m-(2-imidazolylazo)phenol
• CAS: 134654-01-6
• 化学式: C₉H₈N₄O
• 分子量: 188.189
• InChiKey: CYSNOLZLOYODNS-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  对甲苯磺酸-3-硝基苯酯 在 palladium on activated charcoal 、 铜 盐酸 、 sodium hydroxide 、 monochloroacetate 、 氢气 、 sodium chloride 、 sodium nitrite 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 0.5h， 生成 m-(2-imidazolylazo)phenol
  参考文献：
  名称：

  General-base catalysis by hydroxocopper(II) ion and existence of an addition intermediate in the hydrolysis of m-(2-imidazolylazo)phenyl p-toluenesulfonate

  摘要：

  Rates of the hydrolysis of m-(2-imidazolylazo)phenyl p-toluenesulfonate (1) were measured in the presence of Cu(II) ion. Saturation behavior was observed for the dependence on [Cu(II)] of the absorbance (Abs) of 1 or that of the pseudo-first-order rate constant (k0). The formation costant measured from the dependence on [Cu(II)] of k0 was much smaller than that of Abs. The binding constant reflected in the Abs data indicates the formation of a 1:1-type complex. The binding constant estimated with the k0 values may be related to the formation of a 2:1-type complex. This possibility, however, is excluded on the basis of the dependence of the binding constants on pH and the dependence of Abs on [Cu(II)]. Instead, the saturation kinetic behavior agrees with the shift of the rate-determining step between the formation and the breakdown processes of an intermediate upon increase in [Cu(II)]. On the basis of the kinetic data, it is shown that the 1:1-type complex is hydrated to form an addition intermediate, which is subsequently converted into the hydrolysis products, and that hydroxocopper(II) ion participates as a general-base catalyst in the rate-controlling proton-transfer process.

  DOI：

  10.1021/jo00014a009