1-Hydroperoxy-3-phenylmethoxypropan-2-ol | 1160112-32-2

• 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-Hydroperoxy-3-phenylmethoxypropan-2-ol
• 英文别名: 1-hydroperoxy-3-phenylmethoxypropan-2-ol
• CAS: 1160112-32-2
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: QGERSBWAOJXEKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Hydroperoxy-3-phenylmethoxypropan-2-ol 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以72%的产率得到3,3-Dimethyl-5-(phenylmethoxymethyl)-1,2,4-trioxane
  参考文献：
  名称：

  Facile Ring-Opening of Oxiranes by H₂O₂ Catalyzed by Phosphomolybdic Acid

  摘要：

  At ambient temperature, in the presence of catalytic amounts of phosphomolybdic acid (PMA), ethereal hydrogen peroxide reacted readily with a range of epoxides, giving corresponding beta-hydroxyhydroperoxides in high yields.

  DOI：

  10.1021/ol900811m
• 作为产物：
  描述：

  苄基缩水甘油醚 在 双氧水 、 四氯化锡 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 以61%的产率得到1-Hydroperoxy-3-phenylmethoxypropan-2-ol
  参考文献：
  名称：

  Tin(IV) Chloride Promoted Reaction of Oxiranes with Hydrogen Peroxide

  摘要：

  A group of substituted oxiranes were readily transformed to the corresponding beta-hydroxyhydroperoxides (HHP) in good yields in ethereal SnCl4-H2O2 system in which SnCl4 acts as catalyst. Alternatively, treating oxiranes with SnCl4 first, followed by addition of ethereal H2O2 solution achieved primary gem-dihydroperoxides (DHP) in moderate yields. In the case of preparing DHP, SnCl4 first promoted the rearrangement of oxiranes to aldehydes, followed by condensation with hydrogen peroxide to provide DHP as final products.

  DOI：

  10.1055/s-0032-1318213

文献信息

• Facile Ring-Opening of Oxiranes by H₂O₂ Catalyzed by Phosphomolybdic Acid
  作者：Yun Li、Hong-Dong Hao、Yikang Wu

  DOI：10.1021/ol900811m

  日期：2009.6.18

  At ambient temperature, in the presence of catalytic amounts of phosphomolybdic acid (PMA), ethereal hydrogen peroxide reacted readily with a range of epoxides, giving corresponding beta-hydroxyhydroperoxides in high yields.
• Tin(IV) Chloride Promoted Reaction of Oxiranes with Hydrogen Peroxide
  作者：Chunhua Qiao、Xing Yan、Zhongwu Guo

  DOI：10.1055/s-0032-1318213

  日期：——

  A group of substituted oxiranes were readily transformed to the corresponding beta-hydroxyhydroperoxides (HHP) in good yields in ethereal SnCl4-H2O2 system in which SnCl4 acts as catalyst. Alternatively, treating oxiranes with SnCl4 first, followed by addition of ethereal H2O2 solution achieved primary gem-dihydroperoxides (DHP) in moderate yields. In the case of preparing DHP, SnCl4 first promoted the rearrangement of oxiranes to aldehydes, followed by condensation with hydrogen peroxide to provide DHP as final products.