perfluoro(dimethylamino-acetyl fluoride) | 382-27-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: perfluoro(dimethylamino-acetyl fluoride)
• 英文别名: 2-[Bis(trifluoromethyl)amino]-2,2-difluoroacetyl fluoride
• CAS: 382-27-4
• 化学式: C₄F₉NO
• 分子量: 249.036
• InChiKey: UIDXQHOSYRXVJA-UHFFFAOYSA-N

物化性质

• 沸点：
  25 °C
• 密度：
  1.681±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  perfluoro(dimethylamino-acetyl fluoride) 在 lithium iodide 作用下， 反应 7.25h， 以74%的产率得到Perfluoro(dimethylaminomethyl) iodide
  参考文献：
  名称：

  新型含氮全氟烷基碘的合成

  摘要：

  通过相应的全氟酰基氟与碘化锂的高产率直接合成全氟（二甲基氨基）-，全氟（二乙基氨基）-，全氟（1-吡咯烷基）-，全氟吗啉代-，全氟哌啶子基和全氟丙氧基-亚砜全氟烷基碘。在受控的反应条件下，可以通过全氟（链烷二酰基）二氟化物与碘化锂的反应来合成碘-全氟酰基氟或全氟亚烷基二碘化物。全氟（α-烷基氨基取代的烷基）碘化物可能是太阳泵浦激光器介质的良好候选者。

  DOI：

  10.1016/s0022-1139(97)00011-0
• 作为产物：
  描述：

  N,N-二甲基甘氨酸甲酯 生成 perfluoro(dimethylamino-acetyl fluoride)
  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。
• Pyrolysis of perfluoro(dimethylaminoacetic) acid alkali salts
  作者：Masakazu Nishida、Haruhiko Fukaya、Eiji Hayashi、Takashi Abe

  DOI：10.1016/s0022-1139(99)00022-6

  日期：1999.6

  Thermal decomposition of perfluoro(dimethylaminoacetic) acid alkali salts was carried out at 220–310°C. A potassium salt gave CF3NCF2 as the principal product in moderate yield, together with CF3NCFCF3 and (CF3)2NCFCF2. Sodium and lithium salts gave (CF3)2NCFCFN(CF3)2 and (CF3)2NCF2C(O)X (X=F, OH) as the main products.

  全氟（二甲基氨基乙酸）酸碱盐的热分解在220–310°C下进行。A的钾盐，得到CF 3 NCF 2如在中等产率的主要产物，用CF一起3 NCFCF 3和（CF 3）2 NCFCF 2。钠和锂盐，得到（CF 3）2 NCFCFN（CF 3）2和（CF 3）2 NCF 2 C（O）X（X = F，OH）为主要产品。
• Oligomerization of nitrogen-containing perfluoroacyl fluorides with hexafluoropropene oxide
  作者：Haruhiko Fukaya、Masakazu Nishida、Eiji Hayashi、Yoshio Hayakawa、Takashi Abe、Nobuyuki Nose、Tetsuo Shimizu、Masayoshi Tatemoto

  DOI：10.1016/0022-1139(93)03017-g

  日期：1994.2

  nitrogen-containing perfluoroacyl fluorides perfluoro(3-dimethylaminopropionyl fluoride) (1a), perfluoro(dimethylaminoacetyl fluoride) (1b), perfluoro(morpholinoacetyl fluoride) (1c), perfluoro(3- pyrrolidinopropionyl fluoride) (1d), perfluoro(3-morpholinopropionyl fluoride) (1e), perfluoro(2-morpholinopro pionyl fluoride) (1f), perfluoro(2-methyl-3-morpholinopropionyl fluoride) (1g) and perfluoro

  八种含氮全氟酰氟全氟（3-二甲基氨基丙酰氟）（1a），全氟（二甲基氨基乙酰氟）（1b），全氟（吗啉代乙酰氟）（1c），全氟（3-吡咯烷基丙酰氟）（1d）的离子低聚，全氟（3-吗啉代丙酰氟）（1e），全氟（2-吗啉代丙酰氟）（1f），全氟（2-甲基-3-吗啉代丙酰氟）（1g）和全氟（3-吗啉代丁酰氟）（1h）}已经研究了用六氟环氧丙烷（HFPO）。除下列情况外，酰氟和HFPO的1：1加合物收率良好。1f，1g和1h。在分子轨道计算的基础上，根据两个异构体（1e和1f）形成的醇盐的亲核性，讨论了它们的反应性差异。
• 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.