7-hydroperoxy-5,6-E-dehydro-6,7-dihydronerol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 7-hydroperoxy-5,6-E-dehydro-6,7-dihydronerol
• 英文别名: (2Z,5E)-7-hydroperoxy-3,7-dimethylocta-2,5-dien-1-ol
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: UYFVWWJTLUHGLJ-DMDUXHFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  橙花醇 在 双氧水 作用下， 以 甲醇 为溶剂， 反应 11.25h， 生成 、 7-hydroperoxy-5,6-E-dehydro-6,7-dihydronerol
  参考文献：
  名称：

  Kinetics of the Oxygenation of Unsaturated Organics with Singlet Oxygen Generated from H₂O₂ by a Heterogeneous Molybdenum Catalyst

  摘要：

  A heterogeneous catalyst containing MoO42- exchanged on layered double hydroxides (Mo-LDHs) is used to produce O-1(2) from H2O2, and with this dark O-1(2), unsaturated hydrocarbons are oxidized in allylic peroxides. The oxidation kinetics are studied in detail and are compared with the kinetics of oxidation by O-1(2), formed from H2O2 by a homogeneous catalyst. A model is proposed for the heterogeneously catalyzed O-1(2) generation and peroxide formation. The model divides the reaction suspension in two compartments: (1) the intralamellar and intragranular zones of the LDH catalyst; (2) the bulk solution. The 2-compartment model correctly predicts the oxidant efficiency and peroxide yield for a series of olefin peroxidation reactions. O-1(2) is generated at a high rate by the heterogeneous catalyst, but somewhat more O-1(2) is lost by quenching with the heterogeneous catalyst than using the homogeneous catalyst. Quenching occurs mainly as a result of collision with the LDH hydroxyl surface, as is evidenced by using LDH supports containing strong O-1(2) deactivators such as Ni2+. A total of 15 organic substrates were peroxidized on a preparative scale using the best Mo-LDH catalyst under optimal conditions.

  DOI：

  10.1021/ja065849f