1,1-Difluor-N,N-bis(trifluormethyl)methanamin | 73563-15-2

• 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: 1,1-Difluor-N,N-bis(trifluormethyl)methanamin
• 英文别名: N,N-bis(trifluoromethyl)difluoromethylamine；bis(trifluoromethyl)difluoromethylamine；octafluorotrimethylamine；octafluortrimetylamin；Difluoromethylbis(trifluoromethyl)amine；N-(difluoromethyl)-1,1,1-trifluoro-N-(trifluoromethyl)methanamine
• CAS: 73563-15-2
• 化学式: C₃HF₈N
• 分子量: 203.035
• InChiKey: BOXXLRRPGNOFCW-UHFFFAOYSA-N

物化性质

• 沸点：
  6.1±35.0 °C(Predicted)
• 密度：
  1.569±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,1-Difluor-N,N-bis(trifluormethyl)methanamin 在 三氯化硼 作用下， 反应 72.0h， 生成 Dichloromethyl-bis-trifluoromethyl-amine
  参考文献：
  名称：

  Halogen exchange of flouroalkyl amines synthesis of polychloro- and bromo-trialkylamines

  摘要：

  DOI：

  10.1016/s0022-1139(00)84016-6
• 作为产物：
  描述：

  三甲胺 以2%的产率得到1,1-Difluor-N,N-bis(trifluormethyl)methanamin
  参考文献：
  名称：

  全氟乙胺由三甲胺的电化学氟化而成。新型氟代烷基胺的Nmr和振动光谱

  摘要：

  从N（CH 3）3的电氟化中分离出全氟乙胺C 2 F 5 N（CF 3）2，C 2 F 5 N（CF 3）CHF 2和C 2 F 5 N（CHF 2）2。以及C 2 H 5 N（CH 3）2。证据表明，在前一种情况下，C 2 F 5化合物是由CF 3攻击部分氟化的三甲胺NC形成的3 F 9-n H n，n = 1-3。该化合物已通过分析，核磁共振和振动光谱法表征。

  DOI：

  10.1016/s0022-1139(00)85251-3

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。
• Sohn, Dieter; Sundermeyer, Wolfgang, Chemische Berichte, 1982, vol. 115, # 10, p. 3334 - 3339
  作者：Sohn, Dieter、Sundermeyer, Wolfgang

  DOI：——

  日期：——
• Electrochemical fluorination of (N,N-dialkylamino)alcohols
  作者：Takashi Abe、Haruhiko Fukaya、Eiji Hayashi、Taizo Ono、Masakazu Nishida、Irina Soloshonok、Kunio Okuhara

  DOI：10.1016/s0022-1139(99)00053-6

  日期：1999.7

  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.
• Mechanistic studies on the electrochemical fluorination of trialkylamines and tetraalkylammonium salts
  作者：A. Dimitrov、D. Pfeifer、U. Jonethal、St. Rüdiger、K. Seppelt

  DOI：10.1016/s0022-1139(96)03550-6

  日期：1997.5

  The comparative electrochemical fluorination (ECF) of selected trialkylamines and tetraalkylammonium salts was studied in order to obtain experimental data allowing a precise valuation of the ECF mechanism. The results of the investigation favour the ECF mechanism already proposed by Simons, via oxidation of F-(HF)(n) to F- and nHF, as probably the only relevant electrochemical process at the anode. For the first time some experimental proof has been obtained that a direct electrochemical oxidation of the substrate can be ruled out as a decisive step in ECF. (C) 1997 Elsevier Science S.A.
• 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.