cis-2--3-methylbutanedioic anhydride | 141527-55-1

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: cis-2--3-methylbutanedioic anhydride
• 英文别名: cis-2-(tris(trimethylsilyl)silyl)-3-methylbutanedioic anhydride；(3S,4S)-3-methyl-4-tris(trimethylsilyl)silyloxolane-2,5-dione
• CAS: 141527-55-1
• 化学式: C₁₄H₃₂O₃Si₄
• 分子量: 360.748
• InChiKey: KWGKWTNWANKBIP-NEPJUHHUSA-N

物化性质

• 沸点：
  356.0±52.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  柠康酸酐 、 三(三甲基硅基)硅烷 在 偶氮二异丁腈 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 trans-2--3-methylbutanedioic anhydride 、 cis-2--3-methylbutanedioic anhydride
  参考文献：
  名称：

  Tris(trimethylsilyl)silane: an efficient hydrosilylating agent of alkenes and alkynes

  摘要：

  Tris(trimethylsilyl)silane adds across the double bond of a variety of mono-, di-, and trisubstituted olefins under free-radical conditions in good yields. The reaction, which proceeds via a free-radical chain mechanism, is highly regioselective (anti-Markovnikov). Addition to prochiral olefins bearing an ester group is highly stereoselective. The factors that control the stereochemistry have been discussed terms of preferred conformations of the intermediate carbon-centered radicals and are thought to be of steric origin.

  DOI：

  10.1021/jo00040a048

文献信息

• Tris(trimethylsilyl)silane: an efficient hydrosilylating agent of alkenes and alkynes
  作者：B. Kopping、C. Chatgilialoglu、M. Zehnder、B. Giese

  DOI：10.1021/jo00040a048

  日期：1992.7

  Tris(trimethylsilyl)silane adds across the double bond of a variety of mono-, di-, and trisubstituted olefins under free-radical conditions in good yields. The reaction, which proceeds via a free-radical chain mechanism, is highly regioselective (anti-Markovnikov). Addition to prochiral olefins bearing an ester group is highly stereoselective. The factors that control the stereochemistry have been discussed terms of preferred conformations of the intermediate carbon-centered radicals and are thought to be of steric origin.