Perfluoro(1,4-dimethylpiperazine) | 131968-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Perfluoro(1,4-dimethylpiperazine)
• 英文别名: 2,2,3,3,5,5,6,6-Octafluoro-1,4-bis(trifluoromethyl)piperazine
• CAS: 131968-16-6
• 化学式: C₆F₁₄N₂
• 分子量: 366.057
• InChiKey: QIPXTOYVUXQNQR-UHFFFAOYSA-N

物化性质

• 沸点：
  41.7±40.0 °C(Predicted)
• 密度：
  1.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  1.0
• 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：
  16

反应信息

• 作为产物：
  描述：

  1,4-二甲基哌嗪 在 fluorine 作用下， 以85%的产率得到Perfluoro(1,4-dimethylpiperazine)
  参考文献：
  名称：

  直接氟化法合成全氟高支化杂环氟化合物

  摘要：

  六亚甲基亚胺，七亚甲基亚胺，2，6-二甲基吗啉，硫代吗啉，1，4-二甲基哌嗪和哌嗪的直接氟化产生相应的全氟化产物。发现全氟N，N 1-二氟哌嗪的19 F NMR光谱是温度依赖性的。

  DOI：

  10.1016/s0022-1139(00)82176-4

文献信息

• Electrochemical fluorination of 1-ethylpiperazine and 4-methyl- and/or 4-ethylpiperazinyl substituted carboxylic acid methyl esters
  作者：Takashi Abe、Hajime Baba、Irina Soloshonok

  DOI：10.1016/s0022-1139(00)00397-3

  日期：2001.3

  perfluoroacid fluorides with a perfluoro(4-alkylpiperazinyl) group were obtained in fair to good yields from the fluorination of methyl esters of 4-alkylpiperazinyl-substituted carboxylic acids. Yields of the targeted perfluoro(4-alkylpiperazinyl) group containing perfluorocarboxylic acid fluorides varied depending on both the type of N-alkyl (alkyl=CH3− or C2H5−) group at the 4-position and the (ω-methoxycarbonylalkyl)

  研究了1-乙基哌嗪和4-甲基-和/或4-乙基哌嗪基取代的羧酸的八种甲酯的电化学氟化（ECF）。从1-乙基哌嗪与全氟（1-甲基-3-乙基咪唑烷），全氟[2-（N'，N'-二氟氨基乙基）-N， N-二乙胺）]和全氟三乙胺。通过4-烷基哌嗪基取代的羧酸的甲酯的氟化，以公平至良好的产率获得了具有全氟（4-烷基哌嗪基）基团的相应的一元全氟氟化物。含有目标全氟（4-烷基哌嗪基）基团的全氟羧酸氟化物的产率随两种N的类型而变化烷基（烷基= CH 3 -或C 2 H ^ 5 - ）在在所述衬底的所述哌嗪环的1位上的4位和（ω-methoxycarbonylalkyl）组基团。当具有相同羧酸酯基的4-烷基哌嗪被电化学氟化时，通过4-乙基取代的哌嗪衍生物的ECF可获得比4-甲基取代的哌嗪衍生物更高的全氟氟化物收率。以及物理性质为新的全氟（1,4- dialkylpiperazines）和描述光谱数据Ñ含全氟羧酸
• Simons electrochemical fluorination of substituted homopiperazines(hexahydro-1,4-diazepines) and piperazines
  作者：Takashi Abe、Hajime Baba、Haruhiko Fukaya、Masanori Tamura、Akira Sekiya

  DOI：10.1016/s0022-1139(02)00247-6

  日期：2003.1

  Simons electrochemical fluorination (ECF) of 1,4-dimethyl-1,4-homopiperazine, methyl 4-ethylhomopiperazin-1-ylacetate and 1, 4-bis(methoxycarbonylmethyl)-1,4-homopiperazine was studied. For comparison, ECF of three piperazines with a N-(methoxycarbonylmethyl) group(s) was also studied. ECF of 1,4-dimethyl-1,4-homopiperazine gave a low yield of corresponding perfluoro(1,4dimethyl-1,4-homopiperazine) together with perfluoro(2,6-diaza-2,6-dimethylheptane) as the major product. Corresponding perfluoro(homopiperazines) with mono- and/or di-(fluorocarbonyldifluoromethyl) groups [-CF2C(O)F] at the 1- and/or 4-position were formed in low yields from methyl 4-ethylhomopiperazin-1-ylacetate and 1,4-bis(methoxycarbonylmethyl)-1,4-homopiperazine, respectively. These new seven-membered perfluoro(1,4-dialkyl-1,4-homopiperazines) were accompanied by the formation of mono- and/or di-basic linear perfluoroacid fluorides resulting from the C-C bond scission at the 2- and 3-positions of the ring. From mono- and/or di-N-(methoxycarbonylmethyl)-substituted piperazines, corresponding perfluoropeperazines having the acid fluoride group(s) were formed in low yields. (C) 2002 Elsevier Science B.V. All rights reserved.
• 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.