ethyl 5-ferrocenyl-1-(3-fluorophenyl)-1H-pyrazole-3-carboxylate | 1309044-63-0

• 英文名称: ethyl 5-ferrocenyl-1-(3-fluorophenyl)-1H-pyrazole-3-carboxylate
• CAS: 1309044-63-0
• 化学式: C₂₂H₁₉FFeN₂O₂
• 分子量: 418.25
• InChiKey: BSICMUBNGKMRQB-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

• 作为反应物：
  描述：

  ethyl 5-ferrocenyl-1-(3-fluorophenyl)-1H-pyrazole-3-carboxylate 、 lithium aluminium tetrahydride 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 以90%的产率得到(5-ferrocenyl-1-(3-fluorophenyl)-1H-pyrazol-3-yl)methanol
  参考文献：
  名称：

  Synthesis and properties of 5-ferrocenyl-1H-pyrazole-3-carbaldehydes

  摘要：

  New ferrocene derivatives - ethyl esters of 1-aryl-5-ferrocenyl-1H-pyrazole-3-carboxylic acids were synthesized. The corresponding aldehydes were obtained from acid esters in two steps. The reductive amination reaction of 5-ferrocenyl-1-phenyl-1H-pyrazole-3-carbaldehyde was studied. Several of these compounds were investigated by cyclic voltammetry. All of them exhibited a reversible one-electron oxidation-reduction wave owing to the ferrocene-ferricinium redox couple with a positive shift (0.51-0.69 V) compared with that of ferrocene (0.46 V). The X-ray crystal structure of the ethyl ether 1-(3-chloro-2-fluorophenyl)-5-ferrocenyl-1H-pyrazole-3-carboxylic acid is also presented. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.11.018
• 作为产物：
  描述：

  ethyl ester ferrocenoylpyruvic acid 、 (3-氟苯基)肼 以 乙醇 为溶剂， 以85%的产率得到ethyl 5-ferrocenyl-1-(3-fluorophenyl)-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Synthesis and properties of 5-ferrocenyl-1H-pyrazole-3-carbaldehydes

  摘要：

  New ferrocene derivatives - ethyl esters of 1-aryl-5-ferrocenyl-1H-pyrazole-3-carboxylic acids were synthesized. The corresponding aldehydes were obtained from acid esters in two steps. The reductive amination reaction of 5-ferrocenyl-1-phenyl-1H-pyrazole-3-carbaldehyde was studied. Several of these compounds were investigated by cyclic voltammetry. All of them exhibited a reversible one-electron oxidation-reduction wave owing to the ferrocene-ferricinium redox couple with a positive shift (0.51-0.69 V) compared with that of ferrocene (0.46 V). The X-ray crystal structure of the ethyl ether 1-(3-chloro-2-fluorophenyl)-5-ferrocenyl-1H-pyrazole-3-carboxylic acid is also presented. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.11.018