Perfluoro-N,N,N',N'-tetramethylethylenediamine

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: Perfluoro-N,N,N',N'-tetramethylethylenediamine
• 英文别名: 1,1,2,2-tetrafluoro-tetrakis-N-trifluoromethyl-ethanediyldiamine；Tetrafluor-N,N,N',N'-tetrakis-trifluormethyl-aethylendiamin；1,1,2,2-Tetrafluor-tetrakis-N-trifluormethyl-aethandiyldiamin；1,2-Bis-(bis-trifluormethyl-amino)-tetrafluor-aethan；1,1,2,2-tetrafluoro-N,N,N',N'-tetrakis(trifluoromethyl)ethane-1,2-diamine
• 化学式: C₆F₁₆N₂
• 分子量: 404.054
• InChiKey: VTCDFJFYCBSBQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  四甲基乙二胺 在 fluorine 、 sodium fluoride 作用下， 以 1,1,2-三氯三氟乙烷（CFC-113） 为溶剂， 反应 20.0h， 以20%的产率得到Perfluoro-N,N,N',N'-tetramethylethylenediamine
  参考文献：
  名称：

  全氟化叔烷基胺的高效高产合成

  摘要：

  我们希望报道通过直接氟化从其烃类似物高产率合成全氟化叔胺的方法。从某些叔胺获得了高达70％的高纯度收率。该技术可能会发展成为一种生产全氟胺的新通用方法。

  DOI：

  10.1016/s0022-1139(03)00146-5

文献信息

• Electrochemical fluorination of N,N,N′,N′-tetramethylethylenediamine
  作者：P. Sartoria、D. Velayutham、N. Ignat'eva、M. Noel

  DOI：10.1016/s0022-1139(97)00002-x

  日期：1997.6

  The electrochemical fluorination of N,N,N',N'-tetramethylethylenediamine was carried out in a modified Simons type cell using anhydrous hydrogen fluoride as a solvent. Effects of various experimental parameters like concentration of amine, temperature, and current density etc. were investigated. In addition to perfluoro-N,N,N',N'-tetramethylethylenediamine, cyclic, cleavage, and partially fluorinated products were obtained and characterized by gas chromatography, IR spectroscopy, nuclear magnetic resonance and mass spectra. A plausible reaction pathway for the electrochemical fluorination of N,N,N',N'-tetramethylethylenediamine has been proposed based on the products obtained. (C) Elsevier Science S.A.
• Fluorocarbon Nitrogen Compounds. II.¹ The Synthesis and Properties of Perfluorodimethylglycine, (CF₃)₂NCF₂COOH²
  作者：John A. Young、Richard D. Dresdner

  DOI：10.1021/ja01541a027

  日期：1958.4
• An efficient high-yield synthesis for perfluorinated tertiary alkyl amines
  作者：Kyle W Felling、Richard J Lagow

  DOI：10.1016/s0022-1139(03)00146-5

  日期：2003.10

  We wish to report a high-yield synthesis of perfluorinated tertiary amines from their hydrocarbon analogues by direct fluorination. Yields up to 70%, with high purities, have been obtained from certain tertiary amines. This technique will likely develop into a new general method for producing perfluorinated amines.

  我们希望报道通过直接氟化从其烃类似物高产率合成全氟化叔胺的方法。从某些叔胺获得了高达70％的高纯度收率。该技术可能会发展成为一种生产全氟胺的新通用方法。