Perfluoro-N-ethylpiperidine

Base Information

• Chemical Name: Perfluoro-N-ethylpiperidine
• CAS No.: 564-11-4
• Molecular Formula: C7F15 N
• Molecular Weight: 383.06
• European Community (EC) Number: 209-268-5
• DSSTox Substance ID: DTXSID6060341
• Nikkaji Number: J188.426C
• Wikidata: Q27118098
• Mol file: 564-11-4.mol

Synonyms:Perfluoro-N-ethylpiperidine;564-11-4;2,2,3,3,4,4,5,5,6,6-Decafluoro-1-(pentafluoroethyl)piperidine;Piperidine, 2,2,3,3,4,4,5,5,6,6-decafluoro-1-(pentafluoroethyl)-;EINECS 209-268-5;Piperidine, 2,2,3,3,4,4,5,5,6,6-decafluoro-1-(1,1,2,2,2-pentafluoroethyl)-;Perfluoro-1-ethylpiperidine;C7F15N;DTXSID6060341;CHEBI:39016;C7-F15-N;Q27118098;1-(Pentafluoroethyl)-2,2,3,3,4,4,5,5,6,6-decafluoropiperidine

Chemical Property of Perfluoro-N-ethylpiperidine

Chemical Property:

• Vapor Pressure: 138mmHg at 25°C
• Boiling Point: 68.7°Cat760mmHg
• Flash Point: °C
• PSA: 3.24000
• Density: 1.8g/cm³
• LogP: 4.48650
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 1
• Exact Mass: 382.9791214
• Heavy Atom Count: 23
• Complexity: 457

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(C(N(C(C1(F)F)(F)F)C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F

Technology Process of Perfluoro-N-ethylpiperidine

There total 15 articles about Perfluoro-N-ethylpiperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 39.7%

methyl 3-piperidinyl-2-methylpropionate (4151-04-6) → perfluoro-(1-ethylpiperidine) (564-11-4) + perfluoro(N-n-propylpiperidine) (599-06-4) + perfluoro-<3-(2-methylpyrrolidino)propionyl fluoride> + perfluoro(3-piperidino-isobutyryl fluoride)

Guidance literature:

With hydrogen fluoride; at 7 - 8 ℃; for 8.55h; Further byproducts given; electrochemical reaction; anodic current density of 3.5 A dm^-2, a cell voltage of 6.1 V - 6.3 V;

DOI:10.1016/0022-1139(93)03019-I

Reference yield: 29.7%

methyl 3-(piperidino)propionate (23573-93-5) → perfluoro-(3-piperidinopropionyl fluoride) (17235-58-4) + perfluoro-(1-ethylpiperidine) (564-11-4) + perfluoropentane (678-26-2) + perfluoro(N-methyl-2-methylpyrrolidine) (84940-52-3)

Guidance literature:

With hydrogen fluoride; at 7 - 8 ℃; for 8.93333h; Yield given. Further byproducts given. Title compound not separated from byproducts; electrochemical fluorination;

DOI:10.1016/S0022-1139(00)82821-3

Reference yield: 29.7%

methyl 3-(piperidino)propionate (23573-93-5) → perfluoro-(3-piperidinopropionyl fluoride) (17235-58-4) + perfluoro-(1-ethylpiperidine) (564-11-4) + perfluoropentane (678-26-2) + perfluoro(N-methyl-3-methylpyrrolidine) (84940-44-3)

Guidance literature:

With hydrogen fluoride; at 7 - 8 ℃; for 8.93333h; Yield given. Further byproducts given. Title compound not separated from byproducts; electrochemical fluorination;

DOI:10.1016/S0022-1139(00)82821-3

upstream raw materials:

methyl 3-(piperidino)propionate

1-(1-methoxycarbonyl ethyl)piperidine

N-chloroethylpiperidine hydrochloride

(+/-)-3-(1-piperidinyl)butyric acid methyl ester

Refernces

• 1、 Abe, Takashi,Hayashi, Eiji,Fukaya, Haruhiko,Hayakawa, Yoshio,Baba, Hajime,et al.. "The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of 3-dialkylamino propionic acids". . p. 101 - 111. Retrieved 2007/10/02.
• 2、 Hayashi, Eiji,Abe, Takashi,Baba, Hajime,Nagase, Shunji. "ELECTROCHEMICAL FLUORINATION OF N-CHLOROALKYL-SUBSTITUTED CYCLIC AMINES". . p. 371 - 382. Retrieved 2007/10/02.