(2-phenylpropan-2-ylperoxy)methyl(phenyl)silane | 70996-44-0

• 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: (2-phenylpropan-2-ylperoxy)methyl(phenyl)silane
• CAS: 70996-44-0
• 化学式: C₁₆H₂₀O₂Si
• 分子量: 272.419
• InChiKey: NFCPASQCPZSYMY-UHFFFAOYSA-N

物化性质

• 沸点：
  323.2±35.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2-phenylpropan-2-ylperoxy)methyl(phenyl)silane 在 bis(1-morpholino-5,5-dimethyl-1,2,4-hexanetrionato)cobalt(II) 苯硅烷 、 氧气 、 silica gel 作用下， 以 乙醚 、 正己烷 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 2-苯基-2-丙醇
  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 在 三乙胺 作用下， 以 正己烷 、 1,2-二氯乙烷 为溶剂， 反应 12.0h， 生成 (2-phenylpropan-2-ylperoxy)methyl(phenyl)silane
  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

• The siliconoxygen double-bonded intermediates
  作者：A.V. Tomadze、N.V. Yablokova、V.A. Yablokov、G.A. Razuvaev

  DOI：10.1016/s0022-328x(00)85524-2

  日期：1981.5

  The kinetics and mechanism of thermal decomposition of R1R2(H)SiOOR3 silylperoxides have been studied. It has been shown that peroxides generated diorganosilanones R1R2Si=O, with a high yield in the temperature range 130-180°C. A mechanism is suggested for the silanone formation. The interaction of si1anones with cyclosiloxanes, triethylsilane, α-methylstyrene has been investigated as well as the cyclisation

  研究了R 1 R 2（H）SiOOR 3甲硅烷基过氧化物的热分解动力学和机理。已经表明，过氧化物在130-180℃的温度范围内以高产率产生了二有机硅酮酮R 1 R 2 Si ＝ O。建议了一种机制来形成硅烷酮。已经研究了硅烷酮与环硅氧烷，三乙基硅烷，α-甲基苯乙烯的相互作用以及硅烷酮的环化。