1,4-Bis(4-nitrophenyl)piperazine

Base Information

• Chemical Name: 1,4-Bis(4-nitrophenyl)piperazine
• CAS No.: 16264-05-4
• Molecular Formula: C16H16 N4 O4
• Molecular Weight: 328.327
• Hs Code.: 2933599090
• European Community (EC) Number: 240-371-8
• NSC Number: 725997
• UNII: P6TE7B2EYY
• DSSTox Substance ID: DTXSID70167412
• Nikkaji Number: J286.853I
• Wikidata: Q83036781
• ChEMBL ID: CHEMBL1944659
• Mol file: 16264-05-4.mol

Synonyms:1,4-Bis(4-nitrophenyl)piperazine;16264-05-4;Piperazine, 1,4-bis(4-nitrophenyl)-;P6TE7B2EYY;EINECS 240-371-8;NSC-725997;UNII-P6TE7B2EYY;CHEMBL1944659;SCHEMBL15271381;AMY9265;DTXSID70167412;1,4-Bis(p-nitrophenyl)piperazine;NSC725997;STL497607;AKOS008566371;AKOS015900504;1,4-Bis-(4-nitro-phenyl)-piperazine;NSC 725997;AS-62501;F87160

Chemical Property of 1,4-Bis(4-nitrophenyl)piperazine

Chemical Property:

• Vapor Pressure: 1.96E-12mmHg at 25°C
• Melting Point: 258.5-259 °C
• Boiling Point: 556.8°Cat760mmHg
• PKA: 1.36±0.40(Predicted)
• Flash Point: 290.5°C
• PSA: 98.12000
• Density: 1.364g/cm³
• LogP: 4.00600
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 328.11715500
• Heavy Atom Count: 24
• Complexity: 398

Purity/Quality:

99.0% Min ^*data from raw suppliers

1,4-BIS(4-NITROPHENYL)PIPERAZINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1C2=CC=C(C=C2)[N+](=O)[O-])C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 1,4-Bis(4-nitrophenyl)piperazine

There total 6 articles about 1,4-Bis(4-nitrophenyl)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) + 4-chlorobenzonitrile (100-00-5) → 1,4-bis(4-nitrophenyl)piperazine (16264-05-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h;

DOI:10.1039/d1nj03468e

Reference yield: 89.0%

piperazine (110-85-0) + para-nitrophenyl bromide (586-78-7) → 1,4-bis(4-nitrophenyl)piperazine (16264-05-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 100 - 200 ℃; for 16h; Inert atmosphere;

Reference yield: 73.0%

1-(4-Nitrophenyl)piperazine (6269-89-2) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 1,4-bis(4-nitrophenyl)piperazine (16264-05-4)

Guidance literature:

In dimethyl sulfoxide; at 100 ℃; for 60h;

DOI:10.1021/jm031024u

upstream raw materials:

piperazine

4-chlorobenzonitrile

1-(4-Nitrophenyl)piperazine

4-Fluoronitrobenzene

Downstream raw materials:

4-(4-(4-aminophenyl)piperazin-1-yl)benzenamine

2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-3H-1,2,4-triazol-3-one

di-tert-butul 2-(4-[4-(4-[1,3-bis(tert-butoxycarbonyl)tetrahydro-1H-2-imidazolyliden]aminophenyl)piperazino]phenylimino)-1,3-imidazolidinedicarboxylate

1,4-bis[4-(N²,N³-bis(tert-butoxycarbonyl)guanidino)phenyl]piperazine

Refernces

• 1、 -. "Preparation method of posaconazole intermediate". Paragraph 0029-0032. . Retrieved 2021/04/21.
• 2、 Dardonville, Christophe,Brun, Reto. "Bisguanidine, Bis(2-aminoimidazoline), and Polyamine Derivatives as Potent and Selective Chemotherapeutic Agents against Trypanosoma brucei rhodesiense. Synthesis and in Vitro Evaluation". . p. 2296 - 2307. Retrieved 2007/10/03.