3-(3,3-dihydroperoxybutyl)-4-methylidene-1H-isochromene | 1140518-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(3,3-dihydroperoxybutyl)-4-methylidene-1H-isochromene
• CAS: 1140518-90-6
• 化学式: C₁₄H₁₈O₅
• 分子量: 266.294
• InChiKey: ZUIRHFHMGDMZLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三乙基氯硅烷 、 3-(3,3-dihydroperoxybutyl)-4-methylidene-1H-isochromene 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以87%的产率得到3,3,9,9-tetraethyl-6-methyl-6-(2-(4-methyleneisochroman-3-yl)ethyl)-4,5,7,8-tetraoxa-3,9-disilaundecane
  参考文献：
  名称：

  Antimalarial Spiro-Bridged 1,2-Dioxolanes via Intramolecular Addition of Peroxycarbenium Ions to C-C Double Bonds

  摘要：

  Several 1,2-dioxolanes embedded in a rigid spiro-bridge framework fused with a built-in UV chromophore were synthesized through intramolecular [3+2] addition of in situ generated peroxycarbenium ions to C-C double bonds.

  DOI：

  10.3987/com-12-s(n)5
• 作为产物：
  描述：

  3-[2-(2-methyl-1,3-dioxolan-2-yl)ethyl]-4-methylidene-1H-isochromene 在 phosphomolybdic acid hydrate 、 双氧水 作用下， 以 乙醚 为溶剂， 反应 3.5h， 以96%的产率得到3-(3,3-dihydroperoxybutyl)-4-methylidene-1H-isochromene
  参考文献：
  名称：

  A Broadly Applicable Mild Method for the Synthesis of gem-Diperoxides from Corresponding Ketones or 1,3-Dioxolanes

  摘要：

  Ketones or ketals were readily converted into the corresponding gem-dihydroperoxides in high yields by treatment with ethereal H2O2 at ambient temperature in the presence of 2-5 mol % of phosphomolybdic acid.

  DOI：

  10.1021/ol900262t

文献信息

• A Broadly Applicable Mild Method for the Synthesis of <i>gem</i>-Diperoxides from Corresponding Ketones or 1,3-Dioxolanes
  作者：Yun Li、Hong-Dong Hao、Qi Zhang、Yikang Wu

  DOI：10.1021/ol900262t

  日期：2009.4.2

  Ketones or ketals were readily converted into the corresponding gem-dihydroperoxides in high yields by treatment with ethereal H2O2 at ambient temperature in the presence of 2-5 mol % of phosphomolybdic acid.
• Antimalarial Spiro-Bridged 1,2-Dioxolanes via Intramolecular Addition of Peroxycarbenium Ions to C-C Double Bonds
  作者：Yikang Wu、Sergio Wittlin、Yun Li

  DOI：10.3987/com-12-s(n)5

  日期：——

  Several 1,2-dioxolanes embedded in a rigid spiro-bridge framework fused with a built-in UV chromophore were synthesized through intramolecular [3+2] addition of in situ generated peroxycarbenium ions to C-C double bonds.