N-(2,6-xylyl)-2,2,2-trifluoroacetimidoyl chloride | 65158-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,6-xylyl)-2,2,2-trifluoroacetimidoyl chloride
• 英文别名: N-(2.6-Dimethylphenyl)-trifluorchloracetimid；Ethanimidoyl chloride, N-(2,6-dimethylphenyl)-2,2,2-trifluoro-；N-(2,6-dimethylphenyl)-2,2,2-trifluoroethanimidoyl chloride
• CAS: 65158-40-9
• 化学式: C₁₀H₉ClF₃N
• 分子量: 235.636
• InChiKey: LHNZFDZUKYUEPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2,6-xylyl)-2,2,2-trifluoroacetimidoyl chloride 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex potassium carbonate 、 sodium iodide 作用下， 以 丙酮 、 甲苯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 96.0h， 生成 Ethyl 2-(2,6-dimethylphenyl)imino-3,3,3-trifluoropropanoate
  参考文献：
  名称：

  Homologation of trifluoroacetimidoyl iodides by palladium-catalyzed carbonylation. An approach to α-amino perfluoroalkanoic acids.

  摘要：

  Homologation of trinuoroacetimidoyl iodides and the related perfluoro-compounds by palladium-catalyst under CO(1atm)-atmosphere in the presence of alcohols gives alpha-imino perfluoroatkanoates which are transformed to alpha-amino perfluoroalkanoic acids.

  DOI：

  10.1016/s0040-4039(00)74253-5
• 作为产物：
  描述：

  2,6-二甲基苯胺 、 三氟乙酸 在 四氯化碳 、 TEA 、 三苯基膦 作用下， 生成 N-(2,6-xylyl)-2,2,2-trifluoroacetimidoyl chloride
  参考文献：
  名称：

  Homologation of trifluoroacetimidoyl iodides by palladium-catalyzed carbonylation. An approach to α-amino perfluoroalkanoic acids.

  摘要：

  Homologation of trinuoroacetimidoyl iodides and the related perfluoro-compounds by palladium-catalyst under CO(1atm)-atmosphere in the presence of alcohols gives alpha-imino perfluoroatkanoates which are transformed to alpha-amino perfluoroalkanoic acids.

  DOI：

  10.1016/s0040-4039(00)74253-5

文献信息

• Mechanistic duality of indolyl 1,3-heteroatom transposition
  作者：Yujin Lee、Yun Seung Nam、Soo Young Kim、Jeong Eun Ki、Hong Geun Lee

  DOI：10.1039/d3sc00716b

  日期：——

  A novel mechanistic duality has been revealed from the indolyl 1,3-heteroatom transposition (IHT) of N-hydroxyindole derivatives. A series of in-depth mechanistic investigations suggests that two separate mechanisms are operating simultaneously. Moreover, the relative contribution of each mechanistic pathway, the energy barrier for each pathway, and the identity of the primary pathway were shown to

  N-羟基吲哚衍生物的吲哚基1,3-杂原子转位（ IHT）揭示了一种新的机制二元性。一系列深入的机制研究表明，两个独立的机制同时运作。此外，每个机械途径的相对贡献、每个途径的能量势垒以及主要途径的特性都被证明是基底系统的电子特性的函数。基于所获得的机理理解，开发了一种在吲哚 3 位上通用且有效地引入杂原子的机制驱动策略。所开发的反应具有广泛的底物范围，可提供各种形式的官能化吲哚产物。此外，该方法适用于氧基和氮基官能团的引入。
• Trifluoroacetimidoyl lithium; generation and reaction with electrophiles
  作者：Hisayuki Watanabe、Fumio Yamashita、Kenji Uneyama

  DOI：10.1016/s0040-4039(00)91969-5

  日期：1993.3

  N-Aryl trifluoroacetimidoyl lithiums. synthetic equivalent of trifluoroacetyl carbanion, are prepared from N-aryl trifluoroacetimidoyl iodides by iodine-lithium exchange reaction with n-BuLi in ether at -78-degrees-C and react with various electrophiles, leading to synthetic blocks for trifluoromethylated nitrogen heterocycles.
• Generation and Reaction of Metal Free Trifluoroacetimidoyl Carbanion
  作者：Kenji Uneyama、Chiemi Noritake、Keiji Sadamune

  DOI：10.1021/jo960259t

  日期：1996.1.1
• Homologation of trifluoroacetimidoyl iodides by palladium-catalyzed carbonylation. An approach to α-amino perfluoroalkanoic acids.
  作者：Hisayuki Watanabe、Yoshie Hashizume、Kenji Uneyama

  DOI：10.1016/s0040-4039(00)74253-5

  日期：1992.7

  Homologation of trinuoroacetimidoyl iodides and the related perfluoro-compounds by palladium-catalyst under CO(1atm)-atmosphere in the presence of alcohols gives alpha-imino perfluoroatkanoates which are transformed to alpha-amino perfluoroalkanoic acids.