4-甲氧基-3-(三氟甲基)苯甲基胺 | 179249-43-5

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氢过氧化物
• 中文名称: 4-甲氧基-3-(三氟甲基)苯甲基胺
• 中文别名: 3-异丙基-2-环己烯-1-基氢过氧化物
• 英文名称: 3-hydroperoxy-1-isopropylcyclohexene
• 英文别名: Hydroperoxide, 3-(1-methylethyl)-2-cyclohexen-1-yl (9CI)；3-hydroperoxy-1-propan-2-ylcyclohexene
• CAS: 179249-43-5
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: QQTXERCLWKUTKH-UHFFFAOYSA-N

物化性质

• 沸点：
  242.5±20.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-isopropylcyclohex-3-en-1-ol 在 正丁基锂 、 氧气 、 potassium diazodicarboxylate 、 tetraphenylporphyrin 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 18.5h， 生成 4-甲氧基-3-(三氟甲基)苯甲基胺
  参考文献：
  名称：

  Unusual Facial Selectivity in the Cycloaddition of Singlet Oxygen to a Simple Cyclic Diene¹

  摘要：

  Syntheses of 5-isopropyl-1,3-cyclohexadiene and syn-5-isopropyl-2,3-dioxabicyclo[2.2.2]octane, by routes that would allow completely diastereoselective introduction of deuterium labels, are described. The reaction of the isopropyl cyclohexadiene with singlet oxygen is shown to give an endoperoxide that is derived by preferential attack on the more sterically hindered face of the diene, A possible mechanistic explanation of this result is that the attack from the less hindered face leads to ''ene'' reaction rather than endoperoxide formation, However, this mechanism would require that the ''ene'' reaction and cycloaddition proceed via a common intermediate-presumably a perepoxide.

  DOI：

  10.1021/jo9604292

文献信息

• Unusual Facial Selectivity in the Cycloaddition of Singlet Oxygen to a Simple Cyclic Diene¹
  作者：Kelly M. Davis、Barry K. Carpenter

  DOI：10.1021/jo9604292

  日期：1996.1.1

  Syntheses of 5-isopropyl-1,3-cyclohexadiene and syn-5-isopropyl-2,3-dioxabicyclo[2.2.2]octane, by routes that would allow completely diastereoselective introduction of deuterium labels, are described. The reaction of the isopropyl cyclohexadiene with singlet oxygen is shown to give an endoperoxide that is derived by preferential attack on the more sterically hindered face of the diene, A possible mechanistic explanation of this result is that the attack from the less hindered face leads to ''ene'' reaction rather than endoperoxide formation, However, this mechanism would require that the ''ene'' reaction and cycloaddition proceed via a common intermediate-presumably a perepoxide.