1-[3,5-Bis(trifluoromethyl)phenyl]piperazine

Base Information

• Chemical Name: 1-[3,5-Bis(trifluoromethyl)phenyl]piperazine
• CAS No.: 16172-96-6
• Molecular Formula: C12H12 F6 N2
• Molecular Weight: 298.231
• Hs Code.: 2933599090
• European Community (EC) Number: 639-296-7
• DSSTox Substance ID: DTXSID20354370
• Nikkaji Number: J2.241.398H
• Wikidata: Q72447385
• ChEMBL ID: CHEMBL2335162
• Mol file: 16172-96-6.mol

Synonyms:16172-96-6;1-[3,5-bis(trifluoromethyl)phenyl]piperazine;1-(3,5-bistrifluoromethylphenyl)piperazine;1-(3,5-Bistrifluoromethylphenyl)-piperazine;1-(3,5-bis(trifluoromethyl)phenyl)piperazine;Piperazine, 1-[3,5-bis(trifluoromethyl)phenyl]-;MFCD01476131;1-(3,5-bis(trifluoromethyl)phenyl)-piperazine;1-(3,5-bis[trifluoromethyl]phenyl)-piperazine;1-(3,5-Bis{trifluoroMethyl}phenyl)-piperazine;1-(3,5-bis-trifluoromethyl-phenyl)-piperazine;1-[3,5-bis-(Trifluoromethyl)phenyl]piperazine;SCHEMBL1914919;CHEMBL2335162;DTXSID20354370;C12H12F6N2;AMY14991;GS1719;AKOS015912130;AB09164;AS-67389;1-[3,5-di(trifluoromethyl)phenyl]piperazine;CS-0313689;FT-0637331;A810289

Chemical Property of 1-[3,5-Bis(trifluoromethyl)phenyl]piperazine

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Melting Point: 105-108 °C
• Boiling Point: 301.1°C at 760 mmHg
• PKA: 8.79±0.10(Predicted)
• Flash Point: 135.9°C
• PSA: 15.27000
• Density: 1.326g/cm³
• LogP: 3.52760
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 298.09046736
• Heavy Atom Count: 20
• Complexity: 299

Purity/Quality:

99.3% ^*data from raw suppliers

1-(3,5-bis-Trifluoromethylphenyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F

Technology Process of 1-[3,5-Bis(trifluoromethyl)phenyl]piperazine

There total 5 articles about 1-[3,5-Bis(trifluoromethyl)phenyl]piperazine 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: 65.0%

bis-(2-chloroethyl)amine hydrochloride (821-48-7) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → 1-(3,5-bis(trifluoromethyl)phenyl)piperazine (16172-96-6)

Guidance literature:

In various solvent(s); at 150 ℃;

DOI:10.1016/j.tetlet.2005.09.092

Reference yield: 62.0%

piperazine (110-85-0) + 3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → 1-(3,5-bis(trifluoromethyl)phenyl)piperazine (16172-96-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113841

Reference yield:

tert-butyl 4-(3,5-bis(trifluoromethyl)phenyl)piperazine-1-carboxylate (1121599-75-4) → 1-(3,5-bis(trifluoromethyl)phenyl)piperazine (16172-96-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm401752p

upstream raw materials:

bis-(2-chloroethyl)amine hydrochloride

3,5-Bis-(trifluoromethyl)aniline

tert-butyl 4-(3,5-bis(trifluoromethyl)phenyl)piperazine-1-carboxylate

3,6-bis(trifluoromethyl)bromobenzene

Refernces

• 1、 Bassetto, Marcella,Brancale, Andrea,Pasqualetto, Gaia,Pileggi, Elisa,Rozanowska, Malgorzata,Schepelmann, Martin,Varricchio, Carmine. "Ligand-based rational design, synthesis and evaluation of novel potential chemical chaperones for opsin". supporting information. . Retrieved 2021/09/24.
• 2、 Ennis, Amanda F.,Fenton, benjamin A.,Hong, Jiyong,Kwak, Seung-Hwa,Lim, Won Young,Webster, caroline G.,Zhou, Pei,cho, Jae,cochrane, c. Skyler. "Synthesis and evaluation of sulfonyl piperazine LpxH inhibitors". . . Retrieved 2020/07/13.