F-(N-F-Fluoro,N,N-di-n-propylamine) | 1554-24-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: F-(N-F-Fluoro,N,N-di-n-propylamine)
• 英文别名: Pentadecafluor-4-azaheptan；N-Fluor-perfluordi-n-propylamin；N,1,1,2,2,3,3,3-octafluoro-N-(1,1,2,2,3,3,3-heptafluoropropyl)propan-1-amine
• CAS: 1554-24-1
• 化学式: C₆F₁₅N
• 分子量: 371.049
• InChiKey: MYTPMHJYIYZRKN-UHFFFAOYSA-N

物化性质

• 沸点：
  68.6±40.0 °C(Predicted)
• 密度：
  1.711±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 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：
  16

反应信息

• 作为产物：
  描述：

  2,4,6-三(五氟乙基)均三嗪[用于质谱法] 生成 F-(N-F-Fluoro,N,N-di-n-propylamine)
  参考文献：
  名称：

  The Action of Elementary Fluorine upon Organic Compounds. XXVI. The Direct Fluorination of Some Perfluoroalkyl-s-triazines

  摘要：

  DOI：

  10.1021/ja00884a017

文献信息

• Electrochemical fluorination of aliphatic secondary amines
  作者：Takashi Abe、Eiji Hayashi、Hajime Baba

  DOI：10.1016/s0022-1139(00)00267-0

  日期：2000.10

  fluorination due to the presence of bulky N-alkyl group was not observed as a result of the ECF of these aliphatic secondary amines. It was also found that the change of the initial solute concentration of N,N-di-n-propylamine did not affect on the product yields, which is usually observed for cyclic secondary amines. Several F-(N-fluoro-N,N-dialkylamines) were treated with triphenylphosphine for conversion into

  电化学氟化（ECF）已审查六个脂族仲胺：Ñ，ñ -二乙胺，Ñ乙基，ñ - Ñ丙胺，Ñ，ñ -二Ñ丙胺，Ñ乙基，ñ -异-丙胺，ñ，ñ -二异丙胺，和ñ -甲基，ñ - ñ丁胺。从这些胺中发现不仅是相应的F-（N-氟-N，N（-二烷基胺）以及具有相同碳原子数的F-亚胺以低收率形成。这些脂肪族仲胺的ECF结果表明，未发现由于存在庞大的N-烷基而导致氟化过程中C–N键断裂的抑制作用（阻断作用）。还发现，N，N-二-正丙基胺的初始溶质浓度的变化不影响产物的产率，这通常是在环状仲胺中观察到的。几种F-（N-氟-N，N用三苯基膦处理β-二烷基胺，以转化成相应的F-亚胺。当在F-（N-氟代-二烷基胺）中存在两个不同的烷基时，在该脱氟过程中仅在具有更长链长的烷基的位置上产生亚胺键。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.8, 4, page 152 - 228
  作者：

  DOI：——

  日期：——
• Cleavage path way and the product distribution pattern during the electrochemical perfluorination of tripropylamine
  作者：D. Velayutham、K. Jayaraman、M. Noel、S. Krishnamoorthy、P. Sartori

  DOI：10.1016/s0022-1139(02)00009-x

  日期：2002.5

  The electrochemical fluorination (ECF) of tripropylamine (TPA) was carried out in anhydrous hydrogen fluoride medium using a Simons type cell. Under optimum conditions, yield of perfluorinated product was about 51% and the selectivity of perfluorotripropylamine (PFTPA) was about 87%. Even in this process involving the well-known starting material, apart from PFTPA, about nine perfluorinated by-products were also identified. Perfluorinated products obtained were characterized by GC, H-1 and F-19 NMR spectra and were compared with reported values. The perfluorinated products obtained support the fission and formation of C-C and C-N bonds. The nature of the minor products formed also supports the involvement of cyclization and isomerization reactions during electrochemical fluorination. Suitable reaction schemes for the formation of different perfluorinated by-products were suggested based on the identified products obtained from ECF of TPA which clearly supports the free radical mechanistic pathway for this process. (C) 2002 Elsevier Science B.V. All rights reserved.