ethyl 2-oxo-2-(timethylsilyl)ethanoate | 71419-94-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-oxo-2-(timethylsilyl)ethanoate
• 英文别名: Ethyl oxo(trimethylsilyl)acetate；ethyl 2-oxo-2-trimethylsilylacetate
• CAS: 71419-94-8
• 化学式: C₇H₁₄O₃Si
• 分子量: 174.272
• InChiKey: IGAZPADYPICPKS-UHFFFAOYSA-N

物化性质

• 沸点：
  182.6±23.0 °C(Predicted)
• 密度：
  0.965±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-oxo-2-(timethylsilyl)ethanoate 以35%的产率得到
  参考文献：
  名称：

  SEKIGUCHI A.; ANDO W., J. CHEM. SOC. CHEM. COMMUN., 1979, NO 13, 575-576

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2-diazo-2-(trimethylsilyl)acetate 在 臭氧 作用下， 生成 ethyl 2-oxo-2-(timethylsilyl)ethanoate
  参考文献：
  名称：

  甲硅烷基重氮化合物和甲硅烷基酮的臭氧分解

  摘要：

  甲硅烷基重氮化合物的臭氧分解产生甲硅烷基酮，其进一步反应以产生甲硅烷基酯。

  DOI：

  10.1039/c39790000575

文献信息

• Epoxides as alkene protecting groups. A mild and efficient deoxygenation
  作者：Michael G. Martin、Bruce Ganem

  DOI：10.1016/s0040-4039(00)99853-8

  日期：1984.1

  Dimethyl diazomalonate smoothly deoxygenates epoxides to alkenes with rhodium(II) acetate catalysis.

  重氮丙二酸二甲酯在乙酸铑（II）的催化下将环氧化合物平稳地脱氧为烯烃。
• Synthesis of novel silylated 1,2,4-triazin-5-ones
  作者：Carsten Bolm、Andrey Kasyan、Sandra Saladin

  DOI：10.1016/j.tetlet.2005.04.021

  日期：2005.6

  The reaction of various alpha-silyl-alpha-keto esters with thiosemicarbazide at 50 degrees C in ethyl acetate was found to give alpha-silyl-substituted thiosemicarbazone-acetic acid esters in good yield. These may then be converted to their corresponding silyl-substituted 1,2,4-triazin-5-ones by cyclization under basic conditions. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of silyl ketone by the photosensitized oxygenation of silyl diazo compounds
  作者：Akira Sekiguchi、Yoshio Kabe、Wataru Ando

  DOI：10.1016/s0040-4039(01)93574-9

  日期：1979.1
• Chemiluminescent and Non-Chemiluminescent Ozonations of Selected Electron-Rich Alkynes in Halomethanes
  作者：Kurt Schank、Horst Beck、Frank Werner

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

  日期：2000.7.5

  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.
• Dye-sensitized photooxidation of silyl diazo compounds. Intramolecular oxygen transfer of carbonyl oxides
  作者：Akira Sekiguchi、Yoshio Kabe、Wataru Ando

  DOI：10.1021/jo00136a018

  日期：1982.7