359-71-7

Basic information

• Product Name: PERFLUORO-N-METHYLPIPERIDINE
• Synonyms: PERFLUORO-N-METHYLPIPERIDINE;2,2,3,3,4,4,5,5,6,6-decafluoro-1-(trifluoromethyl)piperidine;Perfluoro(N-methylpiperidine)99%
• CAS NO: 359-71-7
• Molecular Formula: C₆F₁₃N
• Molecular Weight: 333.05
• EINECS: 206-633-0
• Mol File: 359-71-7.mol

Chemical Properties

• Boiling Point: 42.2°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.79g/cm³
• Vapor Pressure: 395mmHg at 25°C
• Refractive Index: 1.286
• PKA: -7.83±0.10(Predicted)
• CAS DataBase Reference: PERFLUORO-N-METHYLPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUORO-N-METHYLPIPERIDINE(359-71-7)
• EPA Substance Registry System: PERFLUORO-N-METHYLPIPERIDINE(359-71-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 359-71-7(Hazardous Substances Data)

Usage

Uses

Used in Specialty Chemicals and Materials Synthesis:
PERFLUORO-N-METHYLPIPERIDINE is used as a fluorinated building block for the synthesis of various specialty chemicals and materials, leveraging its unique properties to enhance the performance of these products.
Used in Pharmaceutical and Agrochemical Production:
In the pharmaceutical and agrochemical industries, PERFLUORO-N-METHYLPIPERIDINE serves as an intermediate, contributing to the development of new drugs and agrochemicals that can benefit from its chemical characteristics.
Used in Surfactants:
PERFLUORO-N-METHYLPIPERIDINE is utilized as a component in surfactants due to its low surface energy, which can improve the performance of these compounds in various applications.
Used in Lubricants:
PERFLUORO-N-METHYLPIPERIDINE is also used in the formulation of lubricants, taking advantage of its water repellency and low surface tension to enhance the lubricating properties of the final product.

InChI:InChI=1/C6F13N/c7-1(8)2(9,10)4(13,14)20(6(17,18)19)5(15,16)3(1,11)12

Upstream product

• 626-67-5 N-methylcyclohexylamine 
• 58583-90-7 methyl 2-piperidylacetate 
• 3040-44-6 1-piperidinoethanol 
• 7664-39-3 hydrogen fluoride 
• 4151-04-6 methyl 3-piperidinyl-2-methylpropionate 
• 23573-93-5 methyl 3-(piperidino)propionate 
• 880-09-1 di(N-piperidinyl)methane 

Relevant articles and documents

Electrochemical fluorination of (N,N-dialkylamino)alcohols

Series of amino alcohols including 2-(N,N-dialkylamino)ethanols, 3-(N,N-dimethylamino)propanol and 4-(N,N-dimethylamino)butanol were subjected to electrochemical fluorination. In the case of 2-(N,N-dialkylamino)ethanols, the F-(2-N,N-dialkylamino)acetyl fluorides were obtained in fair to good yields. Yields of each target compound were strongly dependent on the kind of the dialkylamino group. Cyclic amines having an N-(2-hydroxylethyl) group afforded the corresponding F-[N-(c-alkylamino)-substituted acetyl fluorides]. Their yields were generally better than those of acyclic analogs. Several 2-(N,N-dialkylamino)ethanols and 3-(N,N-dimethylamino)propanol were converted into the corresponding trimethylsilylethers, aminoalkyl methyl carbonates and bis-aminoalkyl carbonate, respectively, and they were subjected to fluorination for a comparison of the yield with that obtained from that of the parent aminoalcohol.

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.