564-11-4

Usage

Molecular weight

414.15 g/mol

Appearance

Colorless to pale yellow liquid

Perfluorinated compound

Contains ten atoms of fluorine

Fluorinated piperidine derivative

Based on the structure of a piperidine molecule with fluorine substitutions

Usage

Pharmaceutical and chemical research

Stability

High stability due to strong carbon-fluorine bonds

Reactivity

Low reactivity because of the high electronegativity of fluorine atoms

Unique properties

Multiple fluorine atoms contribute to its distinct chemical and physical properties

Building block

Valuable in the synthesis of fluorinated organic compounds

Industrial applications

Potential candidate for specialty materials, agrochemicals, and pharmaceuticals

Handling

Careful management required due to potentially hazardous nature

InChI:InChI=1/C7F15N/c8-1(9)2(10,11)5(17,18)23(6(19,20)3(1,12)13)7(21,22)4(14,15)16

Upstream product

• 23573-93-5 methyl 3-(piperidino)propionate 
• 1796-28-7 1-(1-methoxycarbonyl ethyl)piperidine 
• 2008-75-5 N-chloroethylpiperidine hydrochloride 
• 122958-11-6 (+/-)-3-(1-piperidinyl)butyric acid methyl ester 
• 4151-04-6 methyl 3-piperidinyl-2-methylpropionate 
• 766-09-6 1-ethyl-piperidine 
• 7664-39-3 hydrogen fluoride 

Relevant academic research and scientific papers

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 3-dialkylamino propionic acids

Six methyl esters of 3-dialkylamino-substituted propionic acids were subjected to electrochemical fluorination to give the corresponding perfluoroacid fluorides.The following dialkylamino substituents were investigated: diethylamino, di-n-propylamino, di-n-butylamino, pyrrolidino, morpholino and piperidino groups.These perfluoroacid fluorides, which were obtained in fair yields, are considered to be prospective key precursors for preparing soft-type (degradable) fluorochemicals.The salts show a considerable lowering of surface tension in aqueous solution.Thephysical properties of all the perfluoroacid fluorides obtained are reported, together with their spectroscopic data (19F NMR, mass and IR spectra).

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.

ELECTROCHEMICAL FLUORINATION OF N-CHLOROALKYL-SUBSTITUTED CYCLIC AMINES

The electrochemical fluorination of such N-chloroalkyl substituted cyclic amines as N-chloromethylpyrrolidine (1), N-(3-chloropropyl)pyrrolidine (2), N-chloromethylpiperidine (3), N-(2-chloroethyl)piperidine (4), N-(3-chloropropyl)piperidine (5), N-chloromethylmorpholine (6), N-(3-chloropropyl)morpholine (7), N-(2-chloroallyl)morpholine (8) has been conducted.Except in the cases of the N-chloromethyl-substituted ones (1,3 and 6), the corresponding chlorine-retaining-perfluoroamines were obteined in a yield of 5 - 20 percent together with perfluorinated ones (Yield = 20 - 60 percent).Neither chlorine-retaining amines nor perfluorinated amines, both of which having the original skeleton, was produced from fluorinations of 1, 3 and 6 in an appreciable yield.The spectroscopic data and physical properties of newly synthesized perfluoro-N-chloroalkyl-substituted cyclic amines are presented.