p-methoxybenzene-azo-α,α-dimethylethane | 131457-29-9

• 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: p-methoxybenzene-azo-α,α-dimethylethane
• 英文别名: 1-tert-Butyl-2-(4-methoxyphenyldiazen)；1-t-butyl-2-(4-methoxyphenyl)diazene；Tert-butyl-(4-methoxyphenyl)diazene
• CAS: 131457-29-9
• 化学式: C₁₁H₁₆N₂O
• 分子量: 192.261
• InChiKey: NCTKVHPRWKYYLK-UHFFFAOYSA-N

物化性质

• 沸点：
  261.9±23.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五羰基铁 、 p-methoxybenzene-azo-α,α-dimethylethane 以 四氢呋喃 为溶剂， 以44%的产率得到
  参考文献：
  名称：

  Kisch, Horst; Reisser, Peter; Knoch, Falk, Chemische Berichte, 1991, vol. 124, # 5, p. 1143 - 1148

  摘要：

  DOI：
• 作为产物：
  描述：

  甲氧苯胺 、 碘代叔丁烷 在 硫酸 、 双氧水 、 二甲基亚砜 、 sodium nitrite 作用下， 生成 p-methoxybenzene-azo-α,α-dimethylethane
  参考文献：
  名称：

  Polar effects in reactions of carbon-centered radicals with diazonium salts: free-radical diazo coupling

  摘要：

  Carbon-centered radicals react with diazonium salts by addition, leading under reductive conditions to azo derivatives (free-radical diazocoupling), or by electron-transfer in chain processes. The reaction is highly sensitive to polar effects and it has been investigated by three different processes: (i) alkyl radicals, generated from alkyl iodides, H2O2, Fe(II) salt, and DMSO, have been utilized to develop a new general synthesis of alkylarylazo compounds; (ii) the reaction of aryl radicals with diazonium salts in the presence of Ti(III) or Fe(II) salts has been investigated, also in relation to the fact that the reaction products (azoarenes and biaryls) are often detected as side products in classical organic reactions of diazonium salts, catalyzed by Cu(I) salts, such as the Sandmeyer, Meerwein, and Pschorr reactions; (iii) adducts from addition of aryl radicals to vinyl acetate or vinyl ether react with diazonium salts either by diazocoupling reaction or by electron-transfer; a general synthesis of [alpha-(acyl-oxy)alkyl]arylazo compounds has been developed.

  DOI：

  10.1021/jo00040a038

文献信息

• Electron transfer free radical mechanism in the reactions of arenediazonium cations with grignard reagents
  作者：P.R. Singh、R.K. Khanna、B. Jayaraman

  DOI：10.1016/0040-4039(82)80161-5

  日期：1982.1

  The major pathway in the reactions of arenediazonium cations with certain Grignard reagents is found to involve an electron transfer from the latter to the π-system of the former reactant and radicals are the immediate precursors of the final products.

  人们发现，苯二氮杂阳离子与某些格氏试剂反应的主要途径涉及电子从后者转移至前反应物的π系统，自由基是最终产物的直接前体。