Perfluoro-N,N-diethylaminoacetylfluoride | 130159-30-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: Perfluoro-N,N-diethylaminoacetylfluoride
• 英文别名: 2-[Bis(1,1,2,2,2-pentafluoroethyl)amino]-2,2-difluoroacetyl fluoride
• CAS: 130159-30-7
• 化学式: C₆F₁₃NO
• 分子量: 349.051
• InChiKey: YKGBRJHDNUNVIX-UHFFFAOYSA-N

物化性质

• 沸点：
  71-73 °C
• 密度：
  1.7146 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Perfluoro-N,N-diethylaminoacetylfluoride 、 甲氧苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到F-(N,N-diethylamino)acetyl-p-methoxyanilide
  参考文献：
  名称：

  Electrochemical fluorination of (N,N-dialkylamino)alcohols

  摘要：

  Series of amino alcohols including 2-(N,N-dialkylamino)ethanols, 3-(N,N-dimethylamino)propanol and 4-(N,N-dimethylamino)butanol were subjected to electrochemical fluorination. In the case of 2-(N,N-dialkylamino)ethanols, the F-(2-N, N-dialkylamino) acetyl fluorides were obtained in fair to good yields. Yields of each target compound were strongly dependent on the kind of the dialkylamino group. Cyclic amines having an N-(2-hydroxylethyl) group afforded the corresponding F-[N-(c-alkylamino)-substituted acetyl fluorides]. Their yields were generally better than those of acyclic analogs. Several 2-(N,N-dialkylamino)ethanols and 3-(N,N-dimethylamino)propanol were converted into the corresponding trimethylsilylethers, aminoalkyl methyl carbonates and bis-aminoalkyl carbonate, respectively, and they were subjected to fluorination for a comparison of the yield with that obtained from that of the parent aminoalcohol. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00053-6
• 作为产物：
  描述：

  N,N-二乙基甘氨酸甲酯 生成 Perfluoro-N,N-diethylaminoacetylfluoride
  参考文献：
  名称：

  ABE, TAKASHI;HAYASHI, EIJI;BABA, HAJIME;FUKAYA, HARUHIKO, J. FLUOR. CHEM., 48,(1990) N, C. 257-279

  摘要：

  DOI：

文献信息

• The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of dimethylamino- or diethylamino-substituted carboxylic acid derivatives
  作者：Takashi Abe、Eiji Hayashi、Hajime Baba、Haruhiko Fukaya

  DOI：10.1016/s0022-1139(00)80438-8

  日期：1990.6

  The electrochemical fluorination of six derivatives of dimethylamino- or diethylamino-substituted carboxylic acids has been conducted. As the main fluorination products, cyclized and cleaved products as well as the desired N-containing perfluoroacid fluorides were formed, and their ratios depended on the chain length and the structure of the starting carboxylic acids, and the nature of the dialkylamino

  已经进行了二甲氨基或二乙氨基取代的羧酸的六种衍生物的电化学氟化。作为主要的氟化产物，形成环化和裂解的产物以及所需的含N的全氟氟化物，它们的比例取决于链长和起始羧酸的结构以及二烷基氨基的性质。通过这项工作，全氟（二甲基氨基-乙酰氟），全氟（二乙基氨基-乙酰氟），全氟（2-二甲基氨基-丙酰氟），全氟（2-二甲基氨基-丁酰氟）和全氟（3-二甲基氨基-丙酰氟）是准备好了。
• Electrochemical fluorination of di- and tri-(2-hydroxyethyl)-substituted alkylamines
  作者：Takashi Abe、Irina Soloshonok、Hajime Baba、Akira Sekiya

  DOI：10.1016/s0022-1139(99)00106-2

  日期：1999.10

  Several 2-(hydroxyethyl)-substituted alkylamines like 1,4-bis(2-hydroxyethyl)piperazine, N,N-bis(2-hydroxyethyl)methylamine, N,N-bis(2-hydroxyethyl)ethylamine, and N,N,N-tris(2-hydroxyethyl)amine as well as their derivatives (HCl salts, a borate and trimethylsilylethers) were subjected to electrochemical fluorination. From 1,4-bis(2-hydroxyethyl)piperazine, F-[1,4-bis(fluorocarbonylmethyl)piperazine]

  几种2-（羟乙基）取代的烷基胺，例如1,4-双（2-羟乙基）哌嗪，N，N-双（2-羟乙基）甲胺，N，N-双（2-羟乙基）乙胺和N，N对N-三（2-羟乙基）胺及其衍生物（HCl盐，硼酸盐和三甲基甲硅烷基醚）进行电化学氟化。从1，4-双（2-羟乙基）哌嗪，以低收率获得F- [1，4-双（氟羰基甲基）哌嗪]。在N，N-双（2-羟乙基）烷基胺和N，N，N的氟化中-三（2-羟乙基）胺，广泛发生环化反应，提供了大量的F-吗啉衍生物。然而，从前者以低的，分离的产率获得了F - N，N-双（氟羰基甲基）甲胺。
• 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.