1-[Bis(4-fluorophenyl)methyl]piperazine

Base Information

• Chemical Name: 1-[Bis(4-fluorophenyl)methyl]piperazine
• CAS No.: 27469-60-9
• Molecular Formula: C17H18F2N2
• Molecular Weight: 288.34
• Hs Code.: 29335990
• European Community (EC) Number: 248-476-0
• UNII: JT57UD83SY
• DSSTox Substance ID: DTXSID8057699
• Nikkaji Number: J250.518E
• Wikidata: Q72462480
• ChEMBL ID: CHEMBL3185776
• Mol file: 27469-60-9.mol

Synonyms:1-(bis(4-fluorophenyl)methyl)piperazine;DTMA-detriazinyl;M-1-BFPMP

Chemical Property of 1-[Bis(4-fluorophenyl)methyl]piperazine

Chemical Property:

• Appearance/Colour: white to yellow crystalline powder
• Vapor Pressure: 1.32E-05mmHg at 25°C
• Melting Point: 88-92 °C(lit.)
• Boiling Point: 367.9 °C at 760 mmHg
• PKA: 9.00±0.10(Predicted)
• Flash Point: 176.3 °C
• PSA: 15.27000
• Density: 1.181 g/cm³
• LogP: 3.22610
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol,Toluene
• Water Solubility.: 0.34 g/L (20 ºC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 288.14380491
• Heavy Atom Count: 21
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

1-Bis(4-fluorophenyl)methyl piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCN1)C(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F
• Uses: 1-Bis(4-fluorophenyl)methyl piperazine may be used to synthesize 1-[bis(4-fluorophenyl)methyl]-4-[3-[(N-ethoxycarbonyl-N-phenyl)amino]-2-hydroxypropyl]piperazine and (R, S) 3-[4-(bis(4-fluorophenyl)methyl)piperazin-1-yl]dihydrofuran-2(3H)-one.

Technology Process of 1-[Bis(4-fluorophenyl)methyl]piperazine

There total 11 articles about 1-[Bis(4-fluorophenyl)methyl]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: 71.0%

1-ethoxycarbonyl-4-(4,4'-difluorobenzhydryl)piperazine (156640-07-2) → 1-(4-fluorophenyl)methyl-piperazine (27469-60-9)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1135/cccc19941126

Reference yield: 59.0%

piperazine (110-85-0) + 4,4'-difluorobenzhydryl chloride (27064-94-4) → 1-(4-fluorophenyl)methyl-piperazine (27469-60-9)

Guidance literature:

In toluene; at 100 ℃;

DOI:10.1016/j.bioorg.2019.103217

Reference yield:

4,4'-difluorobenzhydryl alcohol (365-24-2) → 1-(4-fluorophenyl)methyl-piperazine (27469-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / SOCl₂ / toluene / 2 h / Heating

2: 49 percent / Et₃N / CHCl₃ / 6 h / Heating

3: 71 percent / KOH / ethanol / 3 h / Heating

With potassium hydroxide; thionyl chloride; triethylamine; In ethanol; chloroform; toluene;

DOI:10.1135/cccc19941126

upstream raw materials:

piperazine

bis(4-fluorophenyl)methylbromide

1-ethoxycarbonyl-4-(4,4'-difluorobenzhydryl)piperazine

4,4'-difluorobenzhydryl chloride

Downstream raw materials:

almitrine

1-[Bis-(4-fluoro-phenyl)-methyl]-4-(3,4,5-trimethoxy-benzyl)-piperazine; hydrochloride

2-Chloroethyl 4--1-piperazinecarboxylate

1-(2,4-dimethoxybenzyl)-4-[bis(4-fluorophenyl)methyl]piperazine dihydrochloride

Refernces

• 1、 Alapafuja, Shakiru O.,Malamas, Michael S.,Shukla, Vidyanand,Zvonok, Alexander,Miller, Sally,Daily, Laura,Rajarshi, Girija,Miyabe, Christina Yume,Chandrashekhar, Honrao,Wood, JodiAnne,Tyukhtenko, Sergiy,Straiker, Alex,Makriyannis, Alexandros. "Synthesis and evaluation of potent and selective MGL inhibitors as a glaucoma treatment". . p. 55 - 64. Retrieved 2018/11/23.
• 2、 Zhong, Jian-gang,Han, Jia-pei,Li, Xiao-feng,Xu, Yi,Zhong, Yan,Wu, Bin. "Synthesis, crystal structure, Hirshfeld surfaces analysis and anti-ischemic activity of cinnamide derivatives". . p. 72 - 78. Retrieved 2017/10/24.