5-hydroperoxy-2,2-dimethyl-5-(4-methyl-1-phenylpent-1-yn-3-yl)-1,3-dioxane-4,6-dione | 1413942-96-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroperoxy-2,2-dimethyl-5-(4-methyl-1-phenylpent-1-yn-3-yl)-1,3-dioxane-4,6-dione
• 英文别名: 5-Hydroperoxy-2,2-dimethyl-5-(4-methyl-1-phenylpent-1-yn-3-yl)-1,3-dioxane-4,6-dione
• CAS: 1413942-96-7
• 化学式: C₁₈H₂₀O₆
• 分子量: 332.353
• InChiKey: YTWKCSJIVCMXHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  magnesium,ethynylbenzene,bromide 在 copper(II) nitrate trihydrate 、 氧气 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 8.0h， 生成 5-hydroperoxy-2,2-dimethyl-5-(4-methyl-1-phenylpent-1-yn-3-yl)-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum’s Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O₂/H₂ Dihydroxylation

  摘要：

  Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.

  DOI：

  10.1021/ol302848m

文献信息

• Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum’s Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O₂/H₂ Dihydroxylation
  作者：Scott W. Krabbe、Dung T. Do、Jeffrey S. Johnson

  DOI：10.1021/ol302848m

  日期：2012.12.7

  Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.