4-Aminopyrene

Base Information

• Chemical Name: 4-Aminopyrene
• CAS No.: 17075-03-5
• Molecular Formula: C16H11N
• Molecular Weight: 217.27
• Hs Code.: 2921499090
• European Community (EC) Number: 677-123-7
• UNII: UTE55V8WW6
• DSSTox Substance ID: DTXSID40168936
• Nikkaji Number: J490.669A
• Wikidata: Q83038560
• Mol file: 17075-03-5.mol

Synonyms:4-Aminopyrene;pyren-4-amine;4-Pyrenamine;17075-03-5;CCRIS 7008;BRN 2212364;UTE55V8WW6;pyren-4-ylamine;UNII-UTE55V8WW6;SCHEMBL1899794;DTXSID40168936;MFCD00021660;AKOS015854635;SB79471;AS-76742;LS-129421;T70412;AO-801/41077362

Chemical Property of 4-Aminopyrene

Chemical Property:

• Vapor Pressure: 5.71E-08mmHg at 25°C
• Melting Point: 207 °C
• Refractive Index: 1.904
• Boiling Point: 440.8 °C at 760 mmHg
• PKA: 4.32±0.30(Predicted)
• Flash Point: 246.2 °C
• PSA: 26.02000
• Density: 1.322 g/cm³
• LogP: 4.74740
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 217.089149355
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

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

4-Aminopyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=C(C4=CC=CC(=C43)C=C2)N
• Uses: 4-Aminopyrene is a pyrene derivative, used as a reagent in preparation of Pyrroles via Paal-Knorr synthesis of Diketones with amines.

Technology Process of 4-Aminopyrene

There total 10 articles about 4-Aminopyrene 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: 97.0%

4-nitropyrene (57835-92-4) → pyren-4-ylamine (17075-03-5)

Guidance literature:

With sodium tetrahydroborate; In water; at 45 ℃; for 0.5h;

DOI:10.1002/aoc.3258

Reference yield: 70.0%

4-acetylpyrene (22245-47-2) → pyren-4-ylamine (17075-03-5)

Guidance literature:

With methanol; O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.9b00807

Reference yield:

4-nitropyrene (57835-92-4) → pyrene (129-00-0) + 1-hydroxypyrene (31700-39-7) + pyren-4-ylamine (17075-03-5) + pyrene-4,5-dione (6217-22-7)

Guidance literature:

In isopropyl alcohol; for 4h; Inert atmosphere; Irradiation;

DOI:10.1016/j.jphotochem.2016.08.018

upstream raw materials:

1-hydroxypyrene

4-nitropyrene

1,2,3,6,7,8-hexahydropyrene

4-nitro-1,2,3,6,7,8-hexahydropyrene

Refernces

• 1、 Bandyopadhyay, Debasish,Sanchez, Jorge L.,Guerrero, Adrian M.,Chang, Fang-Mei,Granados, Jose C.,Short, John D.,Banik, Bimal K.. "Design, synthesis and biological evaluation of novel pyrenyl derivatives as anticancer agents". . p. 851 - 862. Retrieved 2015.
• 2、 García-Berríos, Zulma I.,Arce, Rafael,Burgos-Martínez, Melanie,Burgos-Polanco, Natalia D.. "Phototransformations of environmental contaminants in models of the aerosol: 2 and 4-Nitropyrene". . p. 131 - 140. Retrieved 2016/09/07.
• 3、 Azizi, Kobra,Ghonchepour, Ehsan,Karimi, Meghdad,Heydari, Akbar. "Encapsulation of Pd(II) into superparamagnetic nanoparticles grafted with EDTA and their catalytic activity towards reduction of nitroarenes and Suzuki-Miyaura coupling". . p. 187 - 194. Retrieved 2015/03/30.