3-(dimethylphenylsilyl)dioxy-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-(dimethylphenylsilyl)dioxy-3-methylbutyl benzoate
• 英文别名: [3-[Dimethyl(phenyl)silyl]peroxy-3-methylbutyl] benzoate；[3-[dimethyl(phenyl)silyl]peroxy-3-methylbutyl] benzoate
• 化学式: C₂₀H₂₆O₄Si
• 分子量: 358.51
• InChiKey: DKLHQSYZGYZHKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(dimethylphenylsilyl)dioxy-3-methylbutyl benzoate 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.03h， 以100%的产率得到3-hydroperoxy-3-methylbutyl benzoate
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.tet.2005.08.025
• 作为产物：
  描述：

  二甲基苯基硅烷 、 3-methylbut-3-enyl benzoate 在 bis(1-morpholino-5,5-dimethyl-1,2,4-hexanetrionato)cobalt(II) 氧气 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以72%的产率得到3-(dimethylphenylsilyl)dioxy-3-methylbutyl benzoate
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.tet.2005.08.025

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.