2-Ethoxy-4,4-dimethyl-2-(trimethylsiloxy)pentan-3-one | 136201-81-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Ethoxy-4,4-dimethyl-2-(trimethylsiloxy)pentan-3-one
• 英文别名: 2-Ethoxy-4,4-dimethyl-2-trimethylsilyloxypentan-3-one
• CAS: 136201-81-5
• 化学式: C₁₂H₂₆O₃Si
• 分子量: 246.422
• InChiKey: GPMDCSIYTQVGBA-UHFFFAOYSA-N

物化性质

• 沸点：
  268.8±25.0 °C(Predicted)
• 密度：
  0.904±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丙酮酸甲酯 、 一氧化碳 、 (2-methylpropyl)lithium 、 2-Ethoxy-4,4-dimethyl-2-(trimethylsiloxy)pentan-3-one 生成 2,4-Dimethyl-3-oxo-2-trimethylsilanyloxy-hexanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of .alpha.-diketones by direct, low-temperature, in situ nucleophilic acylation of esters by acyllithium reagents

  摘要：

  Addition of n-, sec-, or tert-butyllithium to a CO-saturated solution of an ester, R'CO2R'' in a solvent system of 4:4:1 (by volume) THF/Et2O/pentane at -110-degrees-C (or at -135-degrees-C in 3:1 (by volume) Me2O/THF), followed by hydrolysis with saturated aqueous NH4Cl, results in the formation of alpha-diketones, BuC(O)C(O)R', yellow liquids, in good yield. Similar reactions with diethyl succinate gave in one instance both t-BuC(O)C(O)CH2CH2CO2Et and t-BuC(O)C(O)CH2CH2C(O)C(O)Bu-t. The monoacylation product of dimethyl oxalate, t-BuC(O)C(O)CO2Me, readily formed a crystalline hydrate, t-BuC(O)C(OH)2CO2Me.

  DOI：

  10.1021/jo00020a014
• 作为产物：
  描述：

  三甲基氯硅烷 、 一氧化碳 、 叔丁基锂 、 乙酸乙酯 生成 2-Ethoxy-4,4-dimethyl-2-(trimethylsiloxy)pentan-3-one
  参考文献：
  名称：

  Synthesis of .alpha.-diketones by direct, low-temperature, in situ nucleophilic acylation of esters by acyllithium reagents

  摘要：

  Addition of n-, sec-, or tert-butyllithium to a CO-saturated solution of an ester, R'CO2R'' in a solvent system of 4:4:1 (by volume) THF/Et2O/pentane at -110-degrees-C (or at -135-degrees-C in 3:1 (by volume) Me2O/THF), followed by hydrolysis with saturated aqueous NH4Cl, results in the formation of alpha-diketones, BuC(O)C(O)R', yellow liquids, in good yield. Similar reactions with diethyl succinate gave in one instance both t-BuC(O)C(O)CH2CH2CO2Et and t-BuC(O)C(O)CH2CH2C(O)C(O)Bu-t. The monoacylation product of dimethyl oxalate, t-BuC(O)C(O)CO2Me, readily formed a crystalline hydrate, t-BuC(O)C(OH)2CO2Me.

  DOI：

  10.1021/jo00020a014