1-[(2-methyl-2-propenyl)dioxy]cyclododecyl hydroperoxide | 291522-38-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氢过氧化物
• 英文名称: 1-[(2-methyl-2-propenyl)dioxy]cyclododecyl hydroperoxide
• 英文别名: 1-Hydroperoxy-1-(2-methylprop-2-enylperoxy)cyclododecane
• CAS: 291522-38-8
• 化学式: C₁₆H₃₀O₄
• 分子量: 286.412
• InChiKey: IALBEIJBDDUUAS-UHFFFAOYSA-N

物化性质

• 沸点：
  384.8±22.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(2-methyl-2-propenyl)dioxy]cyclododecyl hydroperoxide 在 bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate 作用下， 以80%的产率得到3-Iodo-3-methyl-1,2,5,6-tetraoxa-spiro[6.11]octadecane
  参考文献：
  名称：

  Synthesis, crystal structure and anti-malarial activity of functionalized spiro-1,2,4,5-tetraoxacycloalkanes from unsaturated hydroperoxy peracetals

  摘要：

  Treatment of unsaturated hydroperoxy peracetals with bis(sym-collidine)iodine(I) hexafluorophosphate affords a series of iodine-containing spiro-1,2,4,5-tetraoxacycloalkane derivatives in high yield. In addition, ozonolysis of unsaturated hydroperoxy peracetals in AcOH-CH2Cl2 also results in the formation of spirol,2,4,5-tetraoxacycloalkanes. Two of the new compounds, 3-methyl-3-methyldioxy-1,2,6,7-tetraoxaspiro[7.11]nonadecane and dimethyl-4-iodo-1,2,6,7-tetraoxaspiro[7.11]nonadecane, exhibit significant in vitro antimalarial activity against P. falciparum with EC50 values of ca. 10(-7) M. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00688-2
• 作为产物：
  描述：

  3-碘-2-甲基丙-1-烯 、 (cyclododecylidene)bishydroperoxide 在 silver(l) oxide 作用下， 以 乙酸乙酯 为溶剂， 以55%的产率得到1-[(2-methyl-2-propenyl)dioxy]cyclododecyl hydroperoxide
  参考文献：
  名称：

  Synthesis and Notable Antimalarial Activity of Acyclic Peroxides, 1-(Alkyldioxy)-1-(methyldioxy)cyclododecanes

  摘要：

  Of several bis(alkyldioxy)alkanes and the related acyclic peroxides prepared in this study, 1,1-bis(methyldioxy)cyclododecane showed the most notable antimalarial activity particularly in vivo (almost a half of that of artemisinin).

  DOI：

  10.1021/jm010473w