2-(4-Methoxyphenyl)ethyl hydroperoxide | 146404-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(4-Methoxyphenyl)ethyl hydroperoxide
• 英文别名: 1-(2-Hydroperoxyethyl)-4-methoxybenzene
• CAS: 146404-42-4
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: WSPZUUYUZFSWET-UHFFFAOYSA-N

物化性质

• 沸点：
  319.4±25.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-Tosyl-1-<2-(4-methoxyphenyl)ethyl>hydrazine 在 potassium ethoxide 、 水 、 氧气 作用下， 以 乙醇 为溶剂， 反应 17.0h， 以72%的产率得到2-(4-Methoxyphenyl)ethyl hydroperoxide
  参考文献：
  名称：

  Conversion of N-substituted N-sulfonylhydrazines into hydroperoxides - a new synthetic route to hydroperoxides via hydroperoxydeamination

  摘要：

  N-Substituted N-sulfonylhydrazines, obtained by amination of primary amine sulfonamides, can be readily oxygenated by atmospheric oxygen under basic conditions below room temperature to cleanly afford alkyl hydroperoxides in good yield.

  DOI：

  10.1021/jo00075a003

文献信息

• Base-promoted oxygenation of N-substituted-N-tosylhydrazines -- a convenient route to hydroxydeamination of primary amines
  作者：Frank S. Guziec、Dongchu Wei

  DOI：10.1016/s0040-4039(00)60796-7

  日期：——

  Treatment of 1-substituted-1-tosylhydrazines with KOH in refluxing ethanol in the presence of atmospheric oxygen affords the corresponding alcohols in high yield. This reaction, proceeding via ethanol reduction of an intermediate hydroperoxide, provides a convenient route to hydroxydeamination of primary amines.
• Conversion of N-substituted N-sulfonylhydrazines into hydroperoxides - a new synthetic route to hydroperoxides via hydroperoxydeamination
  作者：Luis Collazo、Frank S. Guziec、Wei Xiao Hu、Antonio Munoz、Dongchu Wei、Migdalia Alvarado

  DOI：10.1021/jo00075a003

  日期：1993.11

  N-Substituted N-sulfonylhydrazines, obtained by amination of primary amine sulfonamides, can be readily oxygenated by atmospheric oxygen under basic conditions below room temperature to cleanly afford alkyl hydroperoxides in good yield.