2-Phenylpiperazine

Base Information

• Chemical Name: 2-Phenylpiperazine
• CAS No.: 5271-26-1
• Molecular Formula: C10H14N2
• Molecular Weight: 162.235
• Hs Code.: 29335990
• European Community (EC) Number: 627-379-0
• NSC Number: 70392
• DSSTox Substance ID: DTXSID60290682
• Nikkaji Number: J1.957.938G
• Mol file: 5271-26-1.mol

Synonyms:2-Phenylpiperazine;5271-26-1;2-phenyl-piperazine;MFCD01871362;PIPERAZINE, 2-PHENYL-;3-Phenylpiperazine;NSC70392;2-phenyl piperazine;(RS)-2-phenylpiperazine;2-Phenylpiperazine, 96%;NCIOpen2_000459;(+,-)-2-phenyl-piperazine;(+/-)-3-phenyl piperazine;SCHEMBL451612;DTXSID60290682;RIMRLBGNCLMSNH-UHFFFAOYSA-N;NSC-70392;AKOS005254264;AB10478;AB31252;AB31256;CS-W021745;FS-1660;A7703;AM20050412;FT-0658973;EN300-212398;J-510265;Z1250954583

Chemical Property of 2-Phenylpiperazine

Chemical Property:

• Vapor Pressure: 0.00223mmHg at 25°C
• Melting Point: 83-87 °C(lit.)
• Refractive Index: 1.521
• Boiling Point: 289.2 °C at 760 mmHg
• PKA: 8.80±0.40(Predicted)
• Flash Point: 169 °C
• PSA: 24.06000
• Density: 0.997 g/cm³
• LogP: 1.57810
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.115698455
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-PhenyLpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNC(CN1)C2=CC=CC=C2
• Uses: 2-Phenylpiperazine is the starting material for the synthesis of 2-phenylpiperazine compounds. It has been synthesized 1,4-dimethyl-2-phenylpiperazine, 1,4-diethyl-2-phenyl Piperazine etc.

Technology Process of 2-Phenylpiperazine

There total 20 articles about 2-Phenylpiperazine 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: 100.0%

phenylethane 1,2-diol (93-56-1) + ethylenediamine (107-15-3,85404-18-8) → m-phenylpiperazine (5271-26-1)

Guidance literature:

With sodium hydrogencarbonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; In water; at 120 ℃;

DOI:10.1039/b712685a

Reference yield: 90.0%

3-phenyl-2,5-diketopiperazine (21746-02-1) → m-phenylpiperazine (5271-26-1)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; for 8h; Heating;

Reference yield: 90.0%

4-hydroxy-3-phenyl-piperazine-1-carboxylic acid tert-butyl ester (1203590-16-2,1203590-33-3) → m-phenylpiperazine (5271-26-1)

Guidance literature:

4-hydroxy-3-phenyl-piperazine-1-carboxylic acid tert-butyl ester; With acetic acid; zinc; In methanol; water; at 20 ℃; for 4h; pH=4; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; methanol; water; pH=1;

With sodium hydroxide; In dichloromethane;

DOI:10.1021/ol902619h

upstream raw materials:

3-phenyl-2,5-diketopiperazine

2-phenylpyrazine

2-phenyl-5,6-dihydropyrazine

1-phenyl-2-hydroxyethanone

Downstream raw materials:

1-tert-Butyl-6-fluoro-4-oxo-7-(3-phenyl-piperazin-1-yl)-1,4-dihydro-quinoline-3-carboxylic acid

5-(3-Phenyl-piperazine-1-sulfonyl)-isoquinoline; hydrochloride

(+/-)-4-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-phenyl-1-[[[1-(phenylmethyl)-4-piperidinyl]amino]acetyl]piperazine

(+,)-4-[[3,5-bis(trifluoromethyl)phenyl]acetyl]-2-phenyl-1-[[[1-(phenylmethyl)-4-piperidinyl]amino]acetyl]piperazine

Refernces

• 1、 Lorentz-Petersen, Linda L. R.,Nordstrom, Lars Ulrik,Madsen, Robert. "Iridium-catalyzed condensation of amines and vicinal diols to substituted piperazines". . p. 6752 - 6759. Retrieved 2013/01/15.
• 2、 Andersson, Hans,Banchelin, Thomas Sainte-Luce,Das, Sajal,Gustafsson, Magnus,Olsson, Roger,Almqvist, Fredrik. "Complete regioselective addition of grignard reagents to pyrazine N-oxides, toward an efficient enantioselective synthesis of substituted piperazines". supporting information; experimental part. p. 284 - 286. Retrieved 2010/03/25.