N,N'-Bis(2'-aminophenyl)ethylene diamine

Base Information

• Chemical Name: N,N'-Bis(2'-aminophenyl)ethylene diamine
• CAS No.: 16825-43-7
• Molecular Formula: C14H18 N4
• Molecular Weight: 242.324
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID80537925
• Nikkaji Number: J2.128.306A
• Wikidata: Q82413087
• Mol file: 16825-43-7.mol

Synonyms:1,2-Benzenediamine,N,N''-1,2-ethanediylbis- (9CI); o-Phenylenediamine, N,N''-ethylenebis-(6CI,8CI); 1,2-Bis(o-aminophenylamino)ethane; 1,2-Di(o-aminophenylamino)ethane;N,N'-Bis(2-aminophenyl)ethylenediamine;N,N'-Bis(o-aminophenyl)-1,2-diaminoethane

Chemical Property of N,N'-Bis(2'-aminophenyl)ethylene diamine

Chemical Property:

• Boiling Point: 509.6°Cat760mmHg
• Flash Point: 312.1°C
• PSA: 76.10000
• Density: 1.25g/cm³
• LogP: 3.68340
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 242.153146591
• Heavy Atom Count: 18
• Complexity: 210

Purity/Quality:

98%Min ^*data from raw suppliers

N,N'-Bis(2'-aminophenyl)ethylene diamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)NCCNC2=CC=CC=C2N

Technology Process of N,N'-Bis(2'-aminophenyl)ethylene diamine

There total 6 articles about N,N'-Bis(2'-aminophenyl)ethylene diamine 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: 62.0%

N,N’-bis(2-nitrophenyl)-1,2-ethanediamine (5431-37-8) → N,N’-bis(2-aminophenyl)-1,2-ethanediamine (16825-43-7)

Guidance literature:

With ammonium chloride; zinc; In ethanol; water; Reflux;

DOI:10.1016/j.ica.2020.120021

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N,N’-bis(2-aminophenyl)-1,2-ethanediamine (16825-43-7)

Guidance literature:

Multi-step reaction with 2 steps

2: H₂ / Pd/C

With hydrogen; palladium on activated charcoal;

DOI:10.1246/cl.1983.1281

Reference yield:

2-Chloronitrobenzene (88-73-3) → N,N’-bis(2-aminophenyl)-1,2-ethanediamine (16825-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / bis-(2-methoxy-ethyl) ether / 4 h / 90 - 100 °C

2: 4 g / H₂ / 10percent Pd/C / methanol / 45 °C / 760 Torr

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; diethylene glycol dimethyl ether;

upstream raw materials:

N,N’-bis(2-nitrophenyl)-1,2-ethanediamine

Glyoxal

1,2-diamino-benzene

2-Chloronitrobenzene

Downstream raw materials:

1,4,7,10,13-pentaazacyclopentadecane

2,2'-(ethane-1,2-diylbis(azanediyl)bis(2,1-phenylene)bis(azaneylylidene)bis(methaneylylidene))diphenol

Refernces

• 1、 Keypour, Hassan,Azadbakht, Reza,Salehzadeh, Sadegh,Rudbari, Hadi Amiri,Adams, Harry. "Synthesis, characterization and X-ray structural determination of a stable dication derived from symmetrical ortho-aminophenyl diamine and 2-pyridinecarboxaldehyde". . p. 169 - 171. Retrieved 2009.
• 2、 Azadbakht, Reza,Koolivand, Mostafa,Menati, Saeid. "Salicylimine-based fluorescent chemosensor for magnesium ions in aqueous solution". . . Retrieved 2020/10/07.
• 3、 Kamihigashi, Shun,Shibata, Naoatsu,Sakaguchi, Satoshi. "Cu-catalyzed asymmetric conjugate addition of dialkylzincs to enones using a (±)- trans -1,2-cyclohexanediamine-based bis(NHC) derived from l -leucinol". . p. 2933 - 2937. Retrieved 2015/02/02.