trimethylsilyl-3-methoxy-2-oxopropanoate | 294204-28-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: trimethylsilyl-3-methoxy-2-oxopropanoate
• 英文别名: Trimethylsilyl 3-methoxy-2-oxopropanoate；trimethylsilyl 3-methoxy-2-oxopropanoate
• CAS: 294204-28-7
• 化学式: C₇H₁₄O₄Si
• 分子量: 190.271
• InChiKey: KWXRQBLWUCDJCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trimethylsilyl-3-methoxy-2-oxopropanoate 在 水 、 silica gel 作用下， 生成 dihydroxypropenoic acid
  参考文献：
  名称：

  Chemiluminescent and Non-Chemiluminescent Ozonations of Selected Electron-Rich Alkynes in Halomethanes

  摘要：

  Alkynes of sufficiently high nucleophilicity react with electrophilic O-3 under conversion of the alkyne function to a vicinal dicarbonyl function. Contrary to earlier investigations with alkylated or arylated acetylene, products of complete C-C cleavage were not found as primary products, and, beyond that, peroxidic reaction products were absent. Trimethylsilylated alkynes reacted with O-3 either by uptake of two or three O-atoms, but again without C-C cleavage or formation of peroxides. Two particularly electron-rich, symmetrically substituted alkynes revealed strong chemiluminescence during ozonation at low temperature, whereas this behavior was not observed with unsymmetrically substituted alkynes. The results are summarized in terms of a mechanistic discussion.

  DOI：

  10.1002/1522-2675(20000705)83:7<1611::aid-hlca1611>3.0.co;2-l
• 作为产物：
  描述：

  3-三甲基甲硅烷基炔丙基甲基醚 在 氧气 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 0.2h， 生成 trimethylsilyl-3-methoxy-2-oxopropanoate
  参考文献：
  名称：

  Chemiluminescent and Non-Chemiluminescent Ozonations of Selected Electron-Rich Alkynes in Halomethanes

  摘要：

  Alkynes of sufficiently high nucleophilicity react with electrophilic O-3 under conversion of the alkyne function to a vicinal dicarbonyl function. Contrary to earlier investigations with alkylated or arylated acetylene, products of complete C-C cleavage were not found as primary products, and, beyond that, peroxidic reaction products were absent. Trimethylsilylated alkynes reacted with O-3 either by uptake of two or three O-atoms, but again without C-C cleavage or formation of peroxides. Two particularly electron-rich, symmetrically substituted alkynes revealed strong chemiluminescence during ozonation at low temperature, whereas this behavior was not observed with unsymmetrically substituted alkynes. The results are summarized in terms of a mechanistic discussion.

  DOI：

  10.1002/1522-2675(20000705)83:7<1611::aid-hlca1611>3.0.co;2-l