二茂铁基丙酮酸 | 364040-28-8

• 中文名称: 二茂铁基丙酮酸
• 英文名称: ferrocenylpyruvic acid
• CAS: 364040-28-8
• 化学式: C₁₂H₁₀FeO₃
• 分子量: 258.057
• InChiKey: RJRNEXJSHJZPTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  二茂铁基乙酸 、 氧气 在 CF₃COOH 作用下， 以 dioxane 为溶剂， 生成 二茂铁甲醛 、 二茂铁甲酸 、 二茂铁甲醇 、 二氧化碳 、 二茂铁基丙酮酸
  参考文献：
  名称：

  Specific features of oxidation of ferrocenylacetic acid with molecular oxygen in the absence and in the presence of Brønsted acids

  摘要：

  Comparative analysis of the specific features of autooxidation of ferrocenylacetic acid (FeCH2COOH) in organic solvents at 30-50 degrees C in the absence and in the presence of trifluoroacetic acid (processes 1 and 2 respectively) was carried out. It was shown that both reactions proceed as a sequence of two macrostages, the molecular and the chain radical oxidation of the metal complex. Introduction of acid (HX) in the reaction mixture leads to a significant increase in the rate of the process, in the amount of oxygen per one mole of metal complex absorbed by the reaction mixture, and to the change in the yields of main reaction products like hydroxymethylferrocene, formylferrocene, ferrocenylpyruvic acid, and CO2. On the basis of results of the investigation performed, the kinetic and thermodynamic analysis of primary reactions of the process probable mechanisms of both macrostages in both processes were suggested. The significant effect of approach and orientation on the rate of the molecular oxidation of complex as the bifunctional reagent was noted. An assumption was made that the acid takes place in the molecular oxidation of FeCH2COOH according to two alternative mechanisms differing by the way of its coordination with O-2 and the metal complex in the prereactional intermediates. The oxidative transformation of these intermediates leads to the generation of radicals of different nature, Fe+center dot CH2C(O)OO center dot and HO2 center dot which initiate the chain radical oxidation of the metal complex.

  DOI：

  10.1134/s107036320911005x