2-甲氧基丙-2-基-辛-1-基-过氧化 | 150615-65-9

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 中文名称: 2-甲氧基丙-2-基-辛-1-基-过氧化
• 英文名称: 2-methoxyprop-2-yl-oct-1-yl-peroxide
• 英文别名: (2-methoxyprop-2-yl)octyl peroxide；2-Methoxy-2-(octylperoxy)propane；1-(2-methoxypropan-2-ylperoxy)octane
• CAS: 150615-65-9
• 化学式: C₁₂H₂₆O₃
• 分子量: 218.337
• InChiKey: AMJUZTADHFEWOB-UHFFFAOYSA-N

物化性质

• 沸点：
  240.3±23.0 °C(Predicted)
• 密度：
  0.888±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲氧基丙-2-基-辛-1-基-过氧化 在 溶剂黄146 作用下， 以87%的产率得到辛基过氧化物
  参考文献：
  名称：

  Synthesis and trichomonacidal activity of perketals and hydroperoxides

  摘要：

  Some perketals were synthesized by the Dussault procedure using simple bromides and 2-methoxyprop-2-yl hydroperoxide. Treatment with acetic acid gave the corresponding hydroperoxides. Both perketals and hydroperoxides were tested in vitro as trichomonacidal agents. Most of them exhibited very good activities. Them most powerful compound was 2-methoxyprop-2-yl hexadec-1-yl peroxide which exhibited an IC50 value of 0.51 muM being 10 times more effective than the reference compound Metronidazole. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01238-7
• 作为产物：
  描述：

  1-溴辛烷 、 2-hydroperoxy-2-methoxypropane 生成 2-甲氧基丙-2-基-辛-1-基-过氧化
  参考文献：
  名称：

  Peroxycarbenium-mediated carbon-carbon bond formation: synthesis of peroxides from monoperoxy ketals

  摘要：

  DOI：

  10.1021/ja00067a090

文献信息

• Peroxycarbenium-Mediated C−C Bond Formation:  Applications to the Synthesis of Hydroperoxides and Peroxides
  作者：Patrick H. Dussault、In Quen Lee、Hyung-Jae Lee、Richard J. Lee、Q. Jason Niu、Jeffrey A. Schultz、Umesh R. Zope

  DOI：10.1021/jo991714z

  日期：2000.12.1

  while SnCl(4) and trimethylsilyl triflate promote formation of peroxides. Lewis acid-promoted reactions of silylated hydroperoxyacetals furnish silylated hydroperoxides, which can be deprotected to homologated hydroperoxides. Hydroperoxyketals undergo Lewis acid-mediated allylation to furnish 1,2-dioxolanes via attack of hydroperoxide on the intermediate carbocation. Lewis acid-mediated cyclization

  路易斯酸介导的烯烃亲核试剂与过氧缩醛的反应为合成同源的过氧化物和氢过氧化物提供了有效的途径。在路易斯酸（例如TiCl（4），SnCl（4）和三甲基三氟甲磺酸硅烷基酯）的存在下，过氧缩醛和过氧缩酮与烯丙基三甲基硅烷，甲硅烷基烯醇醚和甲硅烷基烯酮缩醛反应，得到均烯丙基过氧化物，3-过氧酮和3-过氧链烷酸酯。过氧缩醛的反应是路易斯酸依赖性的。TiCl（4）促进醚的形成，而SnCl（4）和三氟甲磺酸三甲基硅烷基酯促进过氧化物的形成。路易斯酸促进的甲硅烷基化的氢过氧缩醛的反应提供了甲硅烷基化的氢过氧化物，可以将其脱保护为同系的氢过氧化物。氢过氧缩酮经过路易斯酸介导的烯丙基化，得到1，2-二氧戊环酮通过氢过氧化物对中间体碳正离子的攻击。路易斯酸介导的不饱和过氧缩醛的环化通过6-内/外，7-内/内和8-内/内途径提供1,2-二恶烷，1,2-二恶庚酮和1,2-二恶烷。涉及6-endo / endo和5-endo
• Peroxycarbenium-mediated carbon-carbon bond formation: synthesis of peroxides from monoperoxy ketals
  作者：Patrick H. Dussault、In Quen Lee

  DOI：10.1021/ja00067a090

  日期：1993.7
• Synthesis and trichomonacidal activity of perketals and hydroperoxides
  作者：L. Cointeaux、J.-F. Berrien、B. Camuzat-Dedenis、V. Peyrou、O. Provot、C. Bories、P.M. Loiseau、J. Mayrargue

  DOI：10.1016/s0014-827x(02)01238-7

  日期：2002.5

  Some perketals were synthesized by the Dussault procedure using simple bromides and 2-methoxyprop-2-yl hydroperoxide. Treatment with acetic acid gave the corresponding hydroperoxides. Both perketals and hydroperoxides were tested in vitro as trichomonacidal agents. Most of them exhibited very good activities. Them most powerful compound was 2-methoxyprop-2-yl hexadec-1-yl peroxide which exhibited an IC50 value of 0.51 muM being 10 times more effective than the reference compound Metronidazole. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.