758-48-5

Basic information

• Product Name: Perfluor-N-methyl-N,N-diethylamine
• Synonyms: Perfluor-N-methyl-N,N-diethylamine
• CAS NO: 758-48-5
• Molecular Formula: C₅F₁₃N
• Molecular Weight: 321.04
• Mol File: 758-48-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 46.44°C (rough estimate)
• Appearance: /
• Density: 1.695g/cm³
• Vapor Pressure: 352mmHg at 25°C
• Refractive Index: 1.258
• CAS DataBase Reference: Perfluor-N-methyl-N,N-diethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Perfluor-N-methyl-N,N-diethylamine(758-48-5)
• EPA Substance Registry System: Perfluor-N-methyl-N,N-diethylamine(758-48-5)

Safety Data

• Hazardous Substances Data: 758-48-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C5F13N/c6-1(7,8)3(12,13)19(5(16,17)18)4(14,15)2(9,10)11

Upstream product

• 121-44-8 triethylamine 
• 106815-18-3 methyl 2-diethylamino-propionate 
• 5351-01-9 methyl 3-(N,N-diethylamino)propionate 
• 30280-35-4 N,N-diethylglycine methyl ester 
• 132917-41-0 Methyl 2-(N'-methyl-N-piperazinyl)propionate 
• 33611-41-5 methyl 3-diethylamino-n-butyrate 
• 103-76-4 1-(2-hydroxyethyl)piperazine 
• 100-37-8 2-(Diethylamino)ethanol 
• 5308-25-8 4-ethylpiperazine 

Relevant articles and documents

Electrochemical fluorination of 1-ethylpiperazine and 4-methyl- and/or 4-ethylpiperazinyl substituted carboxylic acid methyl esters

Electrochemical fluorination (ECF) of 1-ethylpiperazine and eight methyl esters of 4-methyl- and/or 4-ethylpiperazinyl substituted carboxylic acids were studied. Corresponding perfluoro(4-fluoro-1-ethylpiperazine) was obtained from 1-ethylpiperazine in a small yield along with perfluoro(1-methyl-3-ethylimidazolidine), perfluoro[2-(N′,N′-difluoroaminoethyl)-N,N-diethylamine)] and perfluorotriethylamine. The corresponding mono-basic perfluoroacid fluorides with a perfluoro(4-alkylpiperazinyl) group were obtained in fair to good yields from the fluorination of methyl esters of 4-alkylpiperazinyl-substituted carboxylic acids. Yields of the targeted perfluoro(4-alkylpiperazinyl) group containing perfluorocarboxylic acid fluorides varied depending on both the type of N-alkyl (alkyl=CH3- or C2H5-) group at the 4-position and the (ω-methoxycarbonylalkyl) group at the 1-position of the piperazine ring of the substrate. Higher yields of perfluoroacid fluorides were obtained by the ECF of 4-ethyl substituted piperazine derivatives than of the 4-methyl substituted piperazine derivatives when 4-alkylpiperazines with the same carboxylic acid ester group were fluorinated electrochemically. Spectroscopic data as well as physical properties are described for new perfluoro(1,4-dialkylpiperazines) and N-containing perfluorocarboxylic acids with a perfluoropiperazinyl group.

The electrochemical fluorination of N-containing carboxylic acids (Part 4). Fluorination of methyl 3-dialkylamino-isobutyrates and methyl 3-dialkylamino-n-butyrates

Several methyl esters of 3-dialkylamino-substituted n- and isobutyric acids have been subjected to electrochemical fluorination to give the corresponding perfluoroacid fluorides.Dimethyl, diethyl, pyrrolidino, morpholino, piperidino and N-methylpiperazino groups were investigated as dialkylamino substituents.The structure/yield relationship was evaluated both in terms of the structure of the acid and the kind of amino group, respectively.Better yields of perfluoroacid fluorides were obtained from methyl esters having isobutyric acid skeletons than those having n-butyric acid groups, and from the acids containing cyclic amino groups than those containing acyclic ones.

THE ELECTROCHEMICAL FLUORINATION OF NITROGEN-CONTAINING CARBOXYLIC ACIDS. FLUORINATION OF METHYL ESTERS OF CYCLIC AMINOGROUP SUBSTITUTED CARBOXYLIC ACIDS

Nine methyl esters of cyclic amino-group substituted carboxylic acids related to glycine, alanine or β-alanine were subjected to electrochemical fluorination.This afforded the corresponding perfluoroacid fluorides together with cleavage products in fair yields.As cyclic amino-substituents, pyrrolidino-, morpholino-, piperidino-, hexamethyleneimino- and N'-methylpiperazinyl-groups were investigated.The formation of cyclized by-products was not observed, which contrasts with the fluorination of aliphatic dialkylamino-substituted carboxylic acids.From such methyl 2-cyclic amino-propionates (cyclic amino-group: a pyrrolidino, a morpholino or a piperidino-group), the perfluorinated methyl esters were obtained together with the corresponding perfluoroacid fluorides in yields of 1-2percent and 14-29percent, respectively.The formation of the former compounds is ascribed to the blocking effect of the bulky cyclic amino-groups.The physical properties of the new compounds obtained are reported together with their spectral (19F NMR, Mass and IR) data.