1-heptanoylferrocene | 68209-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-heptanoylferrocene
• 英文别名: (1-Oxoheptyl)ferrocene；cyclopenta-1,3-diene;1-cyclopenta-1,4-dien-1-ylheptan-1-one;iron(2+)
• CAS: 68209-43-8
• 化学式: C₁₇H₂₂FeO
• 分子量: 298.208
• InChiKey: FNURPFXLTGBIBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-heptanoylferrocene 在 盐酸 、 amalgamated zinc 作用下， 以 溶剂黄146 为溶剂， 以81%的产率得到n-Heptyl ferrocene
  参考文献：
  名称：

  Synthesis and electrochemical properties of mono- and (�)-1,2-dialkylferrocenes and alkylferrocenium hexafluorophosphates in aqueous and micellar media

  摘要：

  Simple methods have been developed for the preparation of a series of n-alkylferrocenes H(CH2)(n)Fc (n = 3, 5-8, or 12) based on Friedel-Crafts acylation of ferrocenes followed by reduction of the corresponding ketones with Zn amalgam. The properties of H(CH2)(n)Fc and the corresponding ferrocenium ions in micellar aqueous solutions and the behavior of water-soluble cations H(CH2)(n)Fc(+) in the absence of micelles were studied by cyclic voltammetry. In all cases, the formal redox potentials of ferrocenes (E(o)') increase linearly as n increases up to 8. Whether micelles are present or not, the corresponding correlation equation has the following form: E(o)' = alpha + beta n, where beta approximate to 29 mV in all cases. The synthesis of (+/-)-1-ethyl-2-methylferrocene from racemic alpha-dimethylaminoethylferrocene is reported.

  DOI：

  10.1007/bf01435401
• 作为产物：
  描述：

  二茂铁 、 庚酰氯 在 aluminum oxide 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到1-heptanoylferrocene
  参考文献：
  名称：

  Synthesis and electrochemical properties of mono- and (�)-1,2-dialkylferrocenes and alkylferrocenium hexafluorophosphates in aqueous and micellar media

  摘要：

  Simple methods have been developed for the preparation of a series of n-alkylferrocenes H(CH2)(n)Fc (n = 3, 5-8, or 12) based on Friedel-Crafts acylation of ferrocenes followed by reduction of the corresponding ketones with Zn amalgam. The properties of H(CH2)(n)Fc and the corresponding ferrocenium ions in micellar aqueous solutions and the behavior of water-soluble cations H(CH2)(n)Fc(+) in the absence of micelles were studied by cyclic voltammetry. In all cases, the formal redox potentials of ferrocenes (E(o)') increase linearly as n increases up to 8. Whether micelles are present or not, the corresponding correlation equation has the following form: E(o)' = alpha + beta n, where beta approximate to 29 mV in all cases. The synthesis of (+/-)-1-ethyl-2-methylferrocene from racemic alpha-dimethylaminoethylferrocene is reported.

  DOI：

  10.1007/bf01435401

文献信息

• A convenient synthesis of E-alkenylferrocenes
  作者：Walther G Jary、Arnulf-Kai Mahler、Thomas Purkathofer、Judith Baumgartner

  DOI：10.1016/s0022-328x(01)00862-2

  日期：2001.6

  Alkenylferrocenes, FcCHCHR [R = (CH2)(n)CH3, n = 0-4], and 1,1 ' -bisalkenylferrocenes, Fc(CHCHR)(2) (R = CH3, CH2CH3) were synthesized by elimination reaction from the corresponding alpha -hydroxyferrocenylalkanes using methanesulfonylchloride and triethylamine. (C) 2001 Elsevier science B.V. All rights reserved.
• Synthesis and electrochemical properties of mono- and (�)-1,2-dialkylferrocenes and alkylferrocenium hexafluorophosphates in aqueous and micellar media
  作者：M. A. Bazhenova、S. S. Bogush、A. G. Herbst、T. V. Demeshchik、Yu. G. Komarovskaya、V. S. Kurova、M. D. Reshetova、A. D. Ryabov、E. S. Ryabova、Yu. N. Frrsova

  DOI：10.1007/bf01435401

  日期：1996.10

  Simple methods have been developed for the preparation of a series of n-alkylferrocenes H(CH2)(n)Fc (n = 3, 5-8, or 12) based on Friedel-Crafts acylation of ferrocenes followed by reduction of the corresponding ketones with Zn amalgam. The properties of H(CH2)(n)Fc and the corresponding ferrocenium ions in micellar aqueous solutions and the behavior of water-soluble cations H(CH2)(n)Fc(+) in the absence of micelles were studied by cyclic voltammetry. In all cases, the formal redox potentials of ferrocenes (E(o)') increase linearly as n increases up to 8. Whether micelles are present or not, the corresponding correlation equation has the following form: E(o)' = alpha + beta n, where beta approximate to 29 mV in all cases. The synthesis of (+/-)-1-ethyl-2-methylferrocene from racemic alpha-dimethylaminoethylferrocene is reported.