N-<2-(Trifluoromethyl)phenyl>carbamoyl fluoride | 92638-73-8

• 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-(Trifluoromethyl)phenyl>carbamoyl fluoride
• 英文别名: 2-(trifluoromethyl)phenyl carbamic fluoride；2-(Trifluoromethyl)phenyl carbamoyl fluoride；N-[2-(trifluoromethyl)phenyl]carbamoyl fluoride
• CAS: 92638-73-8
• 化学式: C₈H₅F₄NO
• 分子量: 207.127
• InChiKey: MWAVGMOUEMRXSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-<2-(Trifluoromethyl)phenyl>carbamoyl fluoride 在 氢氟酸 作用下， 生成 1,3-bis(2-(trifluoromethyl)phenyl)urea
  参考文献：
  名称：

  Rearrangement of N-(trifluoromethyl)anthraniloyl fluoride to 2-(trifluoromethyl)aniline - kinetic and mechanistic observations

  摘要：

  Pseudo first order rate constants for the rearrangement of N-(trifluoromethyl)anthraniloyl fluoride (2) to N-[(2-trifluoromethyl)phenyl]carbamoyl fluoride (3) in anhydrous HF have been determined. Increasing HF levels accelerate this process, but increasing KF concentrations retard the reaction. An ionic species has been proposed as the intermediate in the suggested mechanism. Further reaction of 3 with HF proceeded to give 2-(trifluoromethyl)aniline hydrofluoride (4) via an unprecedented expulsion of carbonyl fluoride.

  DOI：

  10.1016/s0022-1139(00)80127-x
• 作为产物：
  描述：

  2-(三氟甲基)苯基异氰酸酯 在 氢氟酸 作用下， 生成 N-<2-(Trifluoromethyl)phenyl>carbamoyl fluoride
  参考文献：
  名称：

  Rearrangement of N-(trifluoromethyl)anthraniloyl fluoride to 2-(trifluoromethyl)aniline - kinetic and mechanistic observations

  摘要：

  Pseudo first order rate constants for the rearrangement of N-(trifluoromethyl)anthraniloyl fluoride (2) to N-[(2-trifluoromethyl)phenyl]carbamoyl fluoride (3) in anhydrous HF have been determined. Increasing HF levels accelerate this process, but increasing KF concentrations retard the reaction. An ionic species has been proposed as the intermediate in the suggested mechanism. Further reaction of 3 with HF proceeded to give 2-(trifluoromethyl)aniline hydrofluoride (4) via an unprecedented expulsion of carbonyl fluoride.

  DOI：

  10.1016/s0022-1139(00)80127-x

文献信息

• Method for the preparation of benzenamines
  申请人：OCCIDENTAL CHEMICAL CORPORATION

  公开号：EP0129214A1

  公开（公告）日：1984-12-27

  A method for the preparation of benzenamines comprising reacting hydrogen fluoride with a phenyl carbamic fluoride, to form a benzenamine hydrofluoride complex; dissociating the complex and recovering the benzenamine. The phenyl carbamic fluoride may be prepared in situ by the reaction of hydrogen fluoride with a phenyl isocyanate.

  一种制备苯胺的方法，包括使氟化氢与苯基氨基甲酰氟反应，形成苯胺氢氟化物络合物；解离络合物并回收苯胺。苯基氨基甲酰氟可通过氟化氢与苯基异氰酸酯反应就地制备。
• Novel process for the preparation of a synthetic intermediate for pesticides
  申请人：Buathier Bernard

  公开号：US20060142614A1

  公开（公告）日：2006-06-29

  Process for the preparation of a compound of general formula (I): in which X represents a halogen atom, by reaction of para-trifluoromethylaniline of formula (II): with a dihalogen X 2 , the two compounds being introduced simultaneously into a polar aprotic solvent in a dihalogen/compound (II) molar ratio ranging from 1.9 to 2.5 and at a temperature ranging from 100 to 300° C.

  通式(I)化合物的制备工艺： 其中 X 代表卤素原子、 式(II)的对三氟甲基苯胺与二卤素 X 反应 与二卤素 X 2 , 将这两种化合物同时引入极性壬烷溶剂中，二卤素/化合物（II）摩尔比为 1.9 至 2.5，温度为 100 至 300 摄氏度。
• PROCESS FOR THE PREPARATION OF 2,6-DIHALO-PARA-TRIFLUOROMETHYLANILINE
  申请人：BASF Agro B.V., Arnhem (NL)-Wädenswil-Branch

  公开号：EP1558560A2

  公开（公告）日：2005-08-03
• US4466927A
  申请人：——

  公开号：US4466927A

  公开（公告）日：1984-08-21
• US4481370A
  申请人：——

  公开号：US4481370A

  公开（公告）日：1984-11-06