1-Methoxy-1-(p-methoxyphenyl)-oxiran | 178180-83-1

• 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: 1-Methoxy-1-(p-methoxyphenyl)-oxiran
• 英文别名: 2-Methoxy-2-(4-methoxyphenyl)oxirane；2-methoxy-2-(4-methoxyphenyl)oxirane
• CAS: 178180-83-1
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: NLABWMHJWSYVJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Methoxy-1-(p-methoxyphenyl)-oxiran 在 对甲苯磺酸 作用下， 反应 3.0h， 以77%的产率得到2-羟基-1-(4-甲氧基苯基)-1-乙酮
  参考文献：
  名称：

  Reaktivit�t und Selektivit�t bei der Oxidation von Styrolderivaten, II. Untersuchungen zur Oxidation vonp-substituierten ?-Methylstyrolen

  摘要：

  The liquid phase oxidation of p-substituted (Br-, Cl-, t-Bu-, MeO-, CF3-) alpha-methylstyrenes and of alpha,p-dimethoxystyrene with pure oxygen was investigated in chlorobenzene solution and in presence of cumene and of cumene hydroperoxide in the temperature range 65-125 degrees C. The product yields were determined gaschromatographically. The differences of the activation energies of the epoxide formation and the parallel reactions amount to 19-48 kJ/mol. The epoxide selectivity increases with increasing temperature and concentration of olefine. The relative chain propagation constants k(p) (C=C) Were determined by competitive oxidation with cumene. The k(p)(C=C) values of p-substituted alpha-methylstyrenes can be correlated by the Hammett equation with both sigma and sigma(+) substituent constants.

  DOI：

  10.1002/prac.19963380147
• 作为产物：
  描述：

  1-Methoxy-4-(1-methoxy-vinyl)-benzene 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 以78%的产率得到1-Methoxy-1-(p-methoxyphenyl)-oxiran
  参考文献：
  名称：

  Reaktivit�t und Selektivit�t bei der Oxidation von Styrolderivaten, II. Untersuchungen zur Oxidation vonp-substituierten ?-Methylstyrolen

  摘要：

  The liquid phase oxidation of p-substituted (Br-, Cl-, t-Bu-, MeO-, CF3-) alpha-methylstyrenes and of alpha,p-dimethoxystyrene with pure oxygen was investigated in chlorobenzene solution and in presence of cumene and of cumene hydroperoxide in the temperature range 65-125 degrees C. The product yields were determined gaschromatographically. The differences of the activation energies of the epoxide formation and the parallel reactions amount to 19-48 kJ/mol. The epoxide selectivity increases with increasing temperature and concentration of olefine. The relative chain propagation constants k(p) (C=C) Were determined by competitive oxidation with cumene. The k(p)(C=C) values of p-substituted alpha-methylstyrenes can be correlated by the Hammett equation with both sigma and sigma(+) substituent constants.

  DOI：

  10.1002/prac.19963380147