bis(trifluoromethyl)carbamoyl fluoride | 432-00-8

• 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: bis(trifluoromethyl)carbamoyl fluoride
• 英文别名: N,N-bis(trifluoromethyl) carbamoyl fluoride；N,N-bis(trifluoromethyl)carbamoyl fluoride；perfluoro(N,N-dimethylcarbamoyl fluoride)；Bis(trifluoromethyl)carbamic fluoride；bis(trifluoromethyl)carbamyl fluoride；perfluoro-N,N-dimethylformamide
• CAS: 432-00-8
• 化学式: C₃F₇NO
• 分子量: 199.028
• InChiKey: LUVWBWCGYGIGFO-UHFFFAOYSA-N

物化性质

• 沸点：
  15 °C
• 密度：
  1.649±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(trifluoromethyl)carbamoyl fluoride 在 甲烷 作用下， 生成 Perfluoro-2-azapropen
  参考文献：
  名称：

  Notes - Thermal Reaction of 1,1-Difluoroethylene with Iodine

  摘要：

  DOI：

  10.1021/jo01096a622
• 作为产物：
  描述：

  二甲氨基甲酰氯 以37%的产率得到bis(trifluoromethyl)carbamoyl fluoride
  参考文献：
  名称：

  Fluorocarbon Nitrogen Compounds. I. Perfluorocarbamic Acid Derivatives, Amides and Oxazolidines¹

  摘要：

  DOI：

  10.1021/ja01602a046

文献信息

• The synthesis of perfluoro (N,N-dialykylcarbamoyl fluorides) by the reaction of perfluoro (N,N-dialkylmethylamines) with oleum
  作者：Takashi Abe、Eiji Hayashi

  DOI：10.1016/s0022-1139(00)84155-x

  日期：1989.11

  A convenient one-step preparation of new perfluoro (N,N-dialkylcarbamoyl fluorides) [dialkyl groups: Rf=R′f=C2F5 (1b); Rf=C2F5, R′f=C3F7 (2b); Rf=R′f=n-C3F7 (3b); Rf=n-C3F7,R′f=n-C4F9 (4b); Rf=n-C3F7,R′f=n-C5F11 (5b); Rf=R′f=n-C4F9 6b; Rf=n-C3F7,R′f=CF3 (7b); Rf=n-C4F9R′=CF3 (8b); Rf=n-C5F11, R′f=CF3 (9b)] is described: the corresponding perfluoro (N,N-dialkylmethylamines) are treated with oleum. Catalysts

  一种方便的一步制备新的全氟（N，N-二烷基氨基甲酰氟）[二烷基：R f = R'f = C 2 F 5（1b）; R f＝ C 2 F 5，R′f＝ C 3 F 7（2b）；ř ˚F = R' ˚F = NC 3 ˚F 7（图3b）; ř ˚F = NC 3 ˚F 7，R' ˚F = NC 4 ˚F 9（图4b）; ř ˚F = NC 3 ˚F 7，R' ˚F = NC 5F 11（5b）；ř ˚F = R' ˚F = NC 4 ˚F 9 6B; ř ˚F = NC 3 ˚F 7，R' ˚F = CF 3（图7b）; R f＝ nC 4 F 9 R′＝ CF 3（8b）；ř ˚F = NC 5 ˚F 11，R' ˚F = CF 3（9B）]中描述了：全氟对应（N，N-dialkylmethylamines）用发烟硫酸处理。催化剂（HgSO 4和MoCl 5）提高了所得产品的收率和纯度。描述
• <b>The Chemistry of Carbonyl Fluoride. I. The Fluorination of Organic Compounds</b>
  作者：F. S. Fawcett、C. W. Tullock、D. D. Coffman

  DOI：10.1021/ja00881a017

  日期：1962.11

  Carbonyl fluoride is a versatile intermediate to organic fluorine compounds. Its reaction with carbonyl compounds such as cyclohexanone, benzaldehyde and benzophenone gives the gem-difluorides, while N,N-dimethylformamide yields a,a-difluorotrimethylamine. Metal fluoride-catalyzed addition at the ethylenic bond in perfluoroolefins forms perfluoroacyl fluorides, while the C--?! unsaturated compounds

  碳酰氟是有机氟化合物的通用中间体。它与羰基化合物（如环己酮、苯甲醛和二苯甲酮）反应生成钆二氟化物，而 N,N-二甲基甲酰胺生成 a,a-二氟三甲胺。在全氟烯烃的烯键上金属氟化物催化加成形成全氟酰氟，而 C--?! 不饱和化合物 X=CF2，CsHsS=CO和CFaC=r'：分别给出(CF3)?SCOF，C&?;(COF)? 和 CF2KCO。
• 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。
• Facile conversion of perfluoroacyl fluorides into other acyl halides
  作者：Haruhiko Fukaya、Tomonori Matsumoto、Eiji Hayashi、Yoshio Hayakawa、Takashi Abe

  DOI：10.1039/p19960000915

  日期：——

  Nine perfluoroacyl fluorides underwent halogen exchange when treated with anhydrous lithium halides to give acyl chlorides, bromides and iodides in high yields. The temperature dependence of this reaction is described. In the reaction with perfluorodiacyl fluoride, the diacyl halides possessing different acyl halide-groups were also produced. Of the alkaline metal salts used halogen exchange was successful

  当用无水卤化锂处理时，九种全氟酰氟进行了卤素交换，从而以高收率得到了酰氯，溴化物和碘化物。描述了该反应的温度依赖性。在与全氟二酰氟的反应中，还产生了具有不同酰基卤基团的二酰基卤。在所用的碱金属盐中，由于锂和氟之间的相互作用，卤素交换仅能与锂盐成功地进行交换。
• Synthesis of N,N-bis(trifluoromethyl)amino difluoromethylene trifluorovinyl ether
  作者：Darryl D. DesMarteau、Changqing Lu

  DOI：10.1016/j.jfluchem.2011.06.012

  日期：2011.12

  The first N-containing trifluorovinyl ether monomer (CF3)2NCF2OCFCF2 was synthesized. The starting perfluoroalkyl imine CF3–NCF2 was converted to the perfluoroalkyl amine (CF3)2NH by HF. The amine was converted into the carbamoyl fluoride (CF3)2NC(O)F via reaction with carbonyl fluoride COF2 in the presence of NaF. The carbamoyl fluoride was subjected to catalytic fluorination with molecular F2 in

  合成了第一含氮三氟乙烯基醚单体（CF 3）2 NCF 2 OCF CF 2。起始全氟烷基亚胺CF 3 -N CF 2通过HF转化为全氟烷基胺（CF 3）2 NH。通过在NaF存在下与碳酰氟COF 2反应，将胺转化为氨基甲酰氟（CF 3）2 NC（O）F 。在CsF存在下，使氨基甲酰氟与分子F 2催化氟化，得到次萤石（CF 3）2 NCF2（OF）。将次萤石添加至CFCl CFCl中，以提供饱和卤代碳醚。在DMSO中用锌对醚进行脱氯，得到标题单体。新的乙烯基醚单体易于与TFE共聚。