380-66-5

Upstream product

• 109-89-7 diethylamine 
• 105968-23-8 perfluoro(N,N-diethylcarbamoyl fluoride) 
• 89810-76-4 N,N-diperfluorodiethyl-N-(2-hydroperfluoro-2-methylpentyl)amine 

Downstream Products

• 1130172-97-2 C₁₆HF₁₆N₃ 
• 124-38-9 carbon dioxide 
• 7664-41-7 ammonia 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 7681-49-4 sodium fluoride 

Relevant academic research and scientific papers

Electrochemical fluorination of aliphatic secondary amines

Electrochemical fluorination (ECF) has been examined for six aliphatic secondary amines: N,N-di-ethylamine, N-ethyl,N-n-propylamine, N,N-di-n-propylamine, N-ethyl,N-iso-propylamine, N,N-di-iso-propylamine, and N-methyl,N-n-butylamine. It was found from these amines that not only the corresponding F-(N-fluoro-N,N-dialkylamines) but also F-imines having the same number of the carbon atoms were formed in low yields. The suppression of the C-N bond cleavage (blocking effect) which is expected to occur during 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 the corresponding F-imines. An imine bond was generated during this defluorination exclusively at the site of the alkyl group with a longer chain length when there were two different alkyl groups present in F-(N-fluoro-dialkylamines).

THE SYNTHESIS OF PERFLUORO(N,N-DIALKYLCARBAMOYL FLUORIDES) BY THE REACTION OF PERFLUORO(N,N-DIALKYLMETHYLAMINES) WITH OLEUM

A convenient one-step preparation of new perfluoro(N,N-dialkylcarbamoyl fluorides) f=R'f=C2F5 (1b); Rf=C2F5, R'f=n-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-C4F9, R'f=CF3 (8b); Rf=n-C5F11, R'f=CF3 (9b)> is described: the corresponding perfluoro(N,N-dialkylmethylamines) are treated with oleum.Catalysts (HgSO4 and MoCl5) improved the yields and the purity of the products obtained.Conditions for the preparation of nine new perfluorocarbamoyl fluorides and their properties are described: several reactions using 1b and 9b were conducted.