3-hydroperoxy-3-methylbutyl benzoate

• 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: 3-hydroperoxy-3-methylbutyl benzoate
• 英文别名: (3-Hydroperoxy-3-methylbutyl) benzoate
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: GVPGYCXQJTUPAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-methylbut-3-enyl benzoate 在 (1-morpholinocarbamoyl-4,4-di-Me-1,3-pentanedionato)2Co(II) 盐酸 、 甲醇 、 氧气 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.58h， 生成 3-hydroperoxy-3-methylbutyl benzoate
  参考文献：
  名称：

  Co(III)−Alkyl Complex- and Co(III)−Alkylperoxo Complex-Catalyzed Triethylsilylperoxidation of Alkenes with Molecular Oxygen and Triethylsilane

  摘要：

  [GRAPHICS]Both a Co(III)-alkyl complex and a Co(III)-alkylperoxo complex were found to catalyze triethylsilylperoxidation of alkenes with O-2 and Et3SiH. On this basis, together with the nonstereoselectivity in the Co(II)-catalyzed peroxidation of 3-phenylindene and the formation of the corresponding 1,2-dioxolane from 2-phenyl-1-vinylcyclopropane (a radical clock), we propose a reasonable mechanism for the Co(II)-catalyzed novel autoxidation of alkenes with Et3SiH discovered by Isayama and Mukaiyama.

  DOI：

  10.1021/ol0201299

文献信息

• Co-catalyzed autoxidation of alkene in the presence of silane. The effect of the structure of silanes on the efficiency of the reaction and on the product distribution
  作者：Jin-Ming Wu、Shigeki Kunikawa、Takahiro Tokuyasu、Araki Masuyama、Masatomo Nojima、Hye-Sook Kim、Yusuke Wataya

  DOI：10.1016/j.tet.2005.08.025

  日期：2005.10

  A systematic investigation of the structural effect of silanes on the Co-catalyzed reductive oxygenation of alkene in the presence of silane (Mukaiyama-Isayama reaction) showed that the efficiency of the reaction decreases with the increase of the steric bulk of the silanes. A similar trend was observed for the metal-exchange reaction between Co(III)-alkylperoxo complex and silane, too. The peroxidation of (S)-limonene, followed by deprotection of the derived silyl peroxides, provides a mixture of the corresponding monocyclic hydroperoxide 24 and the bicyclic one 25, the ratio being a marked function of the steric bulk of silanes. (c) 2005 Elsevier Ltd. All rights reserved.
• Co(III)−Alkyl Complex- and Co(III)−Alkylperoxo Complex-Catalyzed Triethylsilylperoxidation of Alkenes with Molecular Oxygen and Triethylsilane
  作者：Takahiro Tokuyasu、Shigeki Kunikawa、Araki Masuyama、Masatomo Nojima

  DOI：10.1021/ol0201299

  日期：2002.10.1

  [GRAPHICS]Both a Co(III)-alkyl complex and a Co(III)-alkylperoxo complex were found to catalyze triethylsilylperoxidation of alkenes with O-2 and Et3SiH. On this basis, together with the nonstereoselectivity in the Co(II)-catalyzed peroxidation of 3-phenylindene and the formation of the corresponding 1,2-dioxolane from 2-phenyl-1-vinylcyclopropane (a radical clock), we propose a reasonable mechanism for the Co(II)-catalyzed novel autoxidation of alkenes with Et3SiH discovered by Isayama and Mukaiyama.