Methoxy-d3-methylphenoxyphenylsilane | 150620-80-7

• 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: Methoxy-d3-methylphenoxyphenylsilane
• 英文别名: Methyl-phenoxy-phenyl-(trideuteriomethoxy)silane
• CAS: 150620-80-7
• 化学式: C₁₄H₁₆O₂Si
• 分子量: 247.342
• InChiKey: UEBLEXFRMKSESP-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 Methoxy-d3-methylphenoxyphenylsilane 在 甲酸 、 sodium formate 作用下， 生成 甲醇-d3 、 甲基苯基二甲氧基硅烷 、 methylphenyl(methoxy)(phenoxy)silane 、 methoxy-methyl-phenyl-(trideuteriomethoxy)silane 、 苯酚
  参考文献：
  名称：

  Concerning the mechanism for bifunctional catalysis in the methanolysis of methoxymethylphenoxyphenylsilane

  摘要：

  The formic acid-formate-catalyzed methanolysis of methoxy-d3-methylphenoxyphenylsilane (1D) was studied. The formation of phenol and the exchange of the deuterated methoxy group with solvent was studied as a function of total buffer concentration. Both processes show bifunctional catalysis involving a molecule of acid and a molecule of base in the transition state. The observation of bifunctional catalysis suggests a mechanism in which formation of the silicon-solvent bond is concerted with breaking of the silicon-leaving group bond (-OC6H5 or -OCD3). From analysis of the kinetic data it is concluded that the concerted bond-forming and bond-breaking processes do not occur on a pentavalent silicon species formed by a preequilibrium addition of solvent or formate anion to ID. The results are interpreted in terms of a mechanism in which solvent attack occurs on a tetravalent silicon center with simultaneous breaking of the silicon leaving group bond.

  DOI：

  10.1021/jo00073a025
• 作为产物：
  描述：

  甲基苯基二氯硅烷 在 sodium 、 三乙胺 作用下， 以 乙醚 、 氘代甲醇 、 甲苯 为溶剂， 反应 4.5h， 生成 Methoxy-d3-methylphenoxyphenylsilane
  参考文献：
  名称：

  Concerning the mechanism for bifunctional catalysis in the methanolysis of methoxymethylphenoxyphenylsilane

  摘要：

  The formic acid-formate-catalyzed methanolysis of methoxy-d3-methylphenoxyphenylsilane (1D) was studied. The formation of phenol and the exchange of the deuterated methoxy group with solvent was studied as a function of total buffer concentration. Both processes show bifunctional catalysis involving a molecule of acid and a molecule of base in the transition state. The observation of bifunctional catalysis suggests a mechanism in which formation of the silicon-solvent bond is concerted with breaking of the silicon-leaving group bond (-OC6H5 or -OCD3). From analysis of the kinetic data it is concluded that the concerted bond-forming and bond-breaking processes do not occur on a pentavalent silicon species formed by a preequilibrium addition of solvent or formate anion to ID. The results are interpreted in terms of a mechanism in which solvent attack occurs on a tetravalent silicon center with simultaneous breaking of the silicon leaving group bond.

  DOI：

  10.1021/jo00073a025