N,N'-Bis(2-aminobenzal)ethylenediamine

Base Information

• Chemical Name: N,N'-Bis(2-aminobenzal)ethylenediamine
• CAS No.: 4408-47-3
• Molecular Formula: C16H18 N4
• Molecular Weight: 266.346
• Hs Code.: 2921590090
• European Community (EC) Number: 691-447-6
• DSSTox Substance ID: DTXSID40424069
• Nikkaji Number: J207.902J
• Mol file: 4408-47-3.mol

Synonyms:4408-47-3;N,N'-Bis(2-aminobenzal)ethylenediamine;2-Aminobenzaldehyde-ethylene-diimine;N,N-Bis(2-aminobenzal)ethylenediamine;2-[2-[(2-aminophenyl)methylideneamino]ethyliminomethyl]aniline;SCHEMBL348331;Ethylenedinitrilobis(o-toluidine);DTXSID40424069;MFCD00059854;Bis(2-amino-benzyliden)-athylendiamin;n,n'-bis(2-aminobenzylidene)ethylenediamine;A0261;CS-0086343;FT-0635274;T70924;SR-01000200019;SR-01000200019-1;(N1E,N2E)-N1,N2-bis(2-aminobenzylidene)ethane-1,2-diamine;2,2'-{Ethane-1,2-diylbis[azanylylidene(E)methanylylidene]}dianiline

Chemical Property of N,N'-Bis(2-aminobenzal)ethylenediamine

Chemical Property:

• Melting Point: 182 ºC
• Boiling Point: 475.8oC at 760 mmHg
• Flash Point: 241.6oC
• PSA: 76.76000
• Density: 1.12g/cm3
• LogP: 3.55140
• Solubility.: very faint turbidity in hot Toluene
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 266.153146591
• Heavy Atom Count: 20
• Complexity: 294

Purity/Quality:

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

N,N''-Bis(2-aminobenzal)ethylenediamine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=NCCN=CC2=CC=CC=C2N)N

Technology Process of N,N'-Bis(2-aminobenzal)ethylenediamine

There total 6 articles about N,N'-Bis(2-aminobenzal)ethylenediamine 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: 90.0%

o-aminobenzaldehyde (529-23-7) + ethylenediamine (107-15-3,85404-18-8) → N,N'-bis[(2-aminophenyl)methylidene]ethane-1,2-diamine (4408-47-3)

Guidance literature:

In ethanol; benzene; at -18 ℃; Reflux;

DOI:10.1071/CH09660

Reference yield: 70.0%

o-aminobenzaldehyde (529-23-7) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethylenebis(2-aminobenzylidene) (4408-47-3)

Guidance literature:

In ethanol; for 1h; Heating;

DOI:10.1016/j.molstruc.2004.10.032

Reference yield:

2-nitro-benzaldehyde (552-89-6) → N,N'-bis[(2-aminophenyl)methylidene]ethane-1,2-diamine (4408-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: iron(II) sulfate

2: ethanol / 1 h / Reflux

With iron(II) sulfate; In ethanol;

upstream raw materials:

o-aminobenzaldehyde

ethylenediamine

2-nitro-benzaldehyde

N,N'-bis(2-nitrobenzylidene)-ethane-1,2-diamine

Downstream raw materials:

o-aminobenzaldehyde

Fe⁽³⁺⁾*C₆H₄NHCHN(CH₂)2NCHC₆H₄NH^(2-)*Cl^(1-)=Fe(C₆H₄NHCHN(CH₂)2NCHC₆H₄NH)Cl

Fe⁽³⁺⁾*C₆H₄NHCHN(CH₂)2NCHC₆H₄NH^(2-)*Br^(1-)*H₂O=Fe(C₆H₄NHCHN(CH₂)2NCHC₆H₄NH)Br*H₂O

Refernces

• 1、 Gakias, Samantha,Rix, Colin,Fowless, Alan,Wills-Johnson, Graham,Latham, Kay,White, Jonathan. "A comparison of the intramolecular and intermolecular hydrogen bonding of N,N′-ethylenebis(aminobenzylidene) in the solid state with its salen analogue". . p. 69 - 74. Retrieved 2005.
• 2、 Annapoorani. "Synthesis and spectroscopic characterization of some copper(II) trinuclear complexes involving nitrogen as bridging atoms". experimental part. p. 3347 - 3351. Retrieved 2012/07/31.