1-(4-Fluorophenyl)piperazine

Base Information

• Chemical Name: 1-(4-Fluorophenyl)piperazine
• CAS No.: 2252-63-3
• Molecular Formula: C10H13FN2
• Molecular Weight: 180.225
• Hs Code.: 29339900
• European Community (EC) Number: 218-846-6
• UNII: VML61BE244
• DSSTox Substance ID: DTXSID50177039
• Nikkaji Number: J213.146C
• Wikipedia: Para-Fluorophenylpiperazine
• Wikidata: Q7133614
• ChEMBL ID: CHEMBL1184236
• Mol file: 2252-63-3.mol

Synonyms:4-fluoro-phenylpiperazine;p-fluoro-phenylpiperazine;para-fluoro-phenylpiperazine

Chemical Property of 1-(4-Fluorophenyl)piperazine

Chemical Property:

• Appearance/Colour: clear yellowish liquid after melting
• Vapor Pressure: 1.78E-05mmHg at 25°C
• Melting Point: 30-33 °C
• Refractive Index: 1.5585-1.5605
• Boiling Point: 363.6 °C at 760 mmHg
• PKA: 8.93±0.10(Predicted)
• Flash Point: 137.8 °C
• PSA: 15.27000
• Density: 1.112 g/cm³
• LogP: 1.62910
• Storage Temp.: Refrigerator
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.10627659
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Fluorophenyl)piperazine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,C
• Hazard Codes: Xn,T,C
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC=C(C=C2)F
• Uses: 1-(4-Fluorophenyl)piperazine is a major metabolite of Niaparazine, a sedative, hypnotic drug. Metabolites of Niaprazine occurred by N-dealkylation, N-dearylation, aromatic hydroxylation and N-oxidatio n. 1-(4-Fluorophenyl)piperazine was used in the synthesis of N,N-disubstituted piperazine. It is a major metabolite of niaparazine, a sedative, a hypnotic drug.

Technology Process of 1-(4-Fluorophenyl)piperazine

There total 18 articles about 1-(4-Fluorophenyl)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: 95.0%

piperazine (110-85-0) + NaOBut + tri-tert-butyl phosphine (13716-12-6) + 1-Bromo-4-fluorobenzene (460-00-4) → 1-(4-Fluorophenyl)piperazine (2252-63-3)

Guidance literature:

palladium diacetate; In o-xylene; water;

Reference yield: 92.0%

→ 1-(4-Fluorophenyl)piperazine (2252-63-3)

Guidance literature:

Reference yield: 88.0%

piperazine (110-85-0) + 1-Chloro-4-fluorobenzene (352-33-0) → 1-(4-Fluorophenyl)piperazine (2252-63-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 0.166667h; Temperature;

DOI:10.1021/acs.orglett.6b02591

upstream raw materials:

4-(4-fluorophenyl)-1-toluene-p-sulfonylpiperazine

2-bromo-N(2-bromoethyl)-N-carbethoxy-ethanamine

4-fluoroaniline

piperazine

Downstream raw materials:

2-{2-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethyl}-quinoline

1-Chroman-3-yl-4-(4-fluoro-phenyl)-piperazine

2-{4-[4-(4-fluorophenyl)piperazin-1-yl]butyl}-1H-isoindole-1,3(2H)-dione

N-(2,6-Dichloro-phenyl)-N-{3-[4-(4-fluoro-phenyl)-piperazin-1-yl]-2-hydroxy-propyl}-4-methyl-benzenesulfonamide; compound with oxalic acid

Refernces

• 1、 Lee, Boeun,Taylor, Michelle,Griffin, Suzy A.,McInnis, Tamara,Sumien, Nathalie,Mach, Robert H.,Luedtke, Robert R.. "Evaluation of substituted n-phenylpiperazine analogs as D3 vs. D2 dopamine receptor subtype selective ligands". supporting information. . Retrieved 2021/06/14.
• 2、 Lv, Kai,Li, Linhu,Wang, Bo,Liu, Mingliang,Wang, Bin,Shen, Weiyi,Guo, Huiyuan,Lu, Yu. "Design, synthesis and antimycobacterial activity of novel imidazo[1,2-a]pyridine-3-carboxamide derivatives". . p. 117 - 125. Retrieved 2017/06/05.