104-71-2

Basic information

• Product Name: DIBENZYLIDENE ETHYLENEDIAMINE
• Synonyms: N,N'-Dibenzylideneethane-1,2-diamine;N,N'-Ethylenebisbenzenemethanimine;N1,N2-Dibenzylideneethane-1,2-diaMine;N,N'-BIS(BENZYLIDENE)ETHYLENEDIAMINE;N,N'-BIS(PHENYLMETHYLENE)-1,2-ETHYLENEDIAMINE;1,2-Ethanediamine, N,N'-bis(phenylmethylene)-;Ethylenediamine, N,N'-dibenzylidene-;n,n’-bis(phenylmethylene)-2-ethanediamine
• CAS NO: 104-71-2
• Molecular Formula: C₁₆H₁₆N₂
• Molecular Weight: 236.31
• EINECS: 203-229-6
• Mol File: 104-71-2.mol
• Article Data: 53

Chemical Properties

• Melting Point: 52-54 °C
• Boiling Point: 366.62°C (rough estimate)
• Flash Point: 172 °C
• Appearance: light yellow to yellow crystalline powder.
• Density: 1.1185 (rough estimate)
• Refractive Index: 1.5635 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 5.66±0.50(Predicted)
• CAS DataBase Reference: DIBENZYLIDENE ETHYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: DIBENZYLIDENE ETHYLENEDIAMINE(104-71-2)
• EPA Substance Registry System: DIBENZYLIDENE ETHYLENEDIAMINE(104-71-2)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26
• RIDADR: 2735
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 104-71-2(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to yellow crystalline powder

Upstream product

• 100-52-7 benzaldehyde 
• 107-15-3 ethylenediamine 
• 24692-44-2 3,4-dihydro-1,2,5-thiadiazole 
• 4222-25-7 3-bromo-3-phenyl-3H-diazirine 
• 100-51-6 benzyl alcohol 
• 100-46-9 benzylamine 

Downstream Products

• 140-28-3 N,N'-Dibenzylethylenediamine 
• 4152-09-4 N-benzylethylenediamine 
• 857787-79-2 N-(1-phenyl-propyl)-ethylenediamine 
• 83027-13-8 N,N'-bis(diphenylmethyl)-1,2-ethanediamine 
• 56655-17-5 Met-1 
• 34235-59-1 N,N'-bis-(α-diethoxyphosphoryl-benzyl)-ethylenediamine 
• 3190-01-0 meso-α.α'-bis-benzylidenamino-bibenzyl 
• 54222-34-3 2,2'-(1,2-ethanediyl)bis(3-phenyl)oxaziridine 
• 17316-86-8 1,6-Diphenyl-2,5-diaza-hexan-diphosphonigsaeure-(1,6) 
• 32116-96-4 2,6,2',6'-tetraphenyl-2,3,2',3'-tetrahydro-3,3'-ethane-1,2-diyl-bis-[1,4,3]oxathiazine 4,4,4',4'-tetraoxide 
• 37975-93-2 2,6,2',6'-tetraphenyl-2,3,2',3'-tetrahydro-3,3'-ethane-1,2-diyl-bis-[1,3,5]thiadiazin-4-one 
• 37975-92-1 2,6,2',6'-tetraphenyl-2,3,2',3'-tetrahydro-3,3'-ethane-1,2-diyl-bis-[1,3,5]oxadiazin-4-one 
• 17799-72-3 2,2'-diphenyl-2,3,2',3'-tetrahydro-3,3'-ethane-1,2-diyl-bis-benzo[e][1,3]oxazin-4-one 
• 70708-34-8 (±)-2,3-diphenylpiperazine 

Relevant articles and documents

1-alkylidene(arylidene)amino-2-aminoethanes and their tautomerization to imidazolidines

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Stereoselective synthesis of cis-bis-β-lactams linked with an ethylene bridge

An efficient synthesis of (±)-cis-bis-β-lactams (5 and 6) via cycloaddition reaction of bisimines (3a-c) with acid chlorides (4) in the presence of triethylamine in very good yield is described. (C) 2000 Published by Elsevier Science Ltd.

An efficient electrochemical method for the synthesis of quinoxaline-dione derivatives from oxidation of catechols in the presence of N1, N 2-dibenzylethane-1,2-diamine

A series of 1,4-dibenzyl-1,2,3,4-tetrahydroquinoxaline-6,7-dione derivatives (6a-6c) were electrosynthesized. In the present work, electrochemical oxidation of catechols 1a-1d in the presence of the N 1,N2-dibenzylethane-1,2-diamine (3) as a nucleophile, has been studied in aqueous solutions using cyclic voltammetry and controlled-potential coulometry (CPC) methods. Various parameters such as the applied potential, pH of the electrolytic solution, cell configuration and also purification techniques, were carried out to optimize the yields of corresponding products. New quinoxaline-6,7-dione derivatives were synthesized in excellent yield using an electrochemical procedure coupled with a Schiff base as a facile, efficient and practical method.

Synthesis and supramolecular features of hybrid POM/onium solid-state assemblies

Polyoxomolybdate-based organic-inorganic hybrid architectures were synthesised and characterised by X-ray crystallography. The supramolecular assemblies present rows of metallic clusters H-bonded by ammonium cations, with a 1:2 molybdate/ammonium ratio. The organic moieties of the ammonium cations establish hydrophobic contact among them such as van der Waals, C-Hπ and ππ interactions that stabilise the supramolecular architectures. In particular, for compound 5 the n-alkyl tails pack closely together giving a lipid-like bilayer. In compound 6, the aromatic phenyl rings of the organic cation allow the stabilisation of the supramolecular architecture by C-Hπ and ππ interactions. Regarding the X-ray structure of the compound 11, the tetraanionic octa-molybdate [Mo8O26]4- cluster is surrounded by four ethyl-triphenyl-phosphonium cations. Running along the b-axis open channels are occupied by DMF solvent molecules. Interestingly, a soaking experiment in n-pentane with the corresponding crystals of compound 11 afforded to a crystal structure very different from the native one. Van der Waals, C-Hπ and ππ interactions between large organic moieties are fundamental in the stabilization of hybrid organic-inorganic POM architectures.

ACYLATION OF N,N'-BISALKYLIDENETHYLENEDIAMINE IN POLAR MEDIA AS A METHOD FOR THE SYNTHESIS OF 2-R-N,N'-DIACYLIMIDAZOLIDINES

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Synthesis and spectral data of new 1,2-bis-(2-hetaryl-4-oxothiazolidin-3- yl)ethanes and 1,4-bis-(2-hetaryl-4-oxothiazolidin-3-yl)butanes

New α,ω-bis-(2-hetaryl-4-oxothiazolidin-3-yl)alkanes were prepared via a common two step procedure using N,N-bis-hetarylidenamines condensation with α-mercaptoacetic acid. The used bis-aldimines were obtained from reaction between ethylenediamine or putrescine and benzaldehyde or the isomeric pyridinecarboxyaldehydes. The bis-(2-phenyl-4-oxothiazolidin-3-yl) alkanes were prepared by one-pot three component reaction of diamine, aldehyde and α-mercaptoacetic acid under very mild conditions.

In-vitro antimicrobial screening and coordination behavior of metals based bidentate compounds

By condensing ethylene-1,2-diamine with different aldehydes such as benzaldehyde, 4-chloroacetophenone and 2-chlorobenzaldeyhde within 1:2 molar ratio, resulted new series of Schiff base ligands (L1)-(L3) containing bidentate nitrogen atom. Their metal complexes were synthesized by coordinating the ligands with transition metals as Co(II), Cu(II), Ni(II) and Zn(II) and exhibited octahedral geometry. Their characterization was done with the help of spectral, physical and analytical analysis. Spectral and elemental analysis of all bidentate ligands and their corresponding 3d-metal chelates was consistent with their proposed structures, signifying the high purity of these compounds. For in-vitro studies, these metal complexes along their ligands were screened against the six bacterial strains; Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa, Klebsiella pneumonia, Staphylococcus aureus and Streptococcus faecalis. Six fungal strains; Aspergillus niger, Trichophyton mentogrophytes, Epidermophyton floccosum, Trichophyton schoenleinii, Microscopum canis and Fusarium culmorum were used to study antifungal activity of the compounds. Bioactivity results exhibited that metal complexes showed higher antimicrobial potential as compared with their corresponding ligands. The enhanced activity resulted due to chelation that decreases the polarity of metal ions by complexing with bidentate ligands.

Nitrogen-modified graphene as a metal-free carbocatalyst for the solvent-free oxidative homo- and heterocoupling of amines

In this study, graphene oxide (GO) has been prepared using Hammers’ method and the produced GO was converted to nitrogen-modified GO (NGO) using hydrothermal reaction with ammonia and hydrazine. The morphology of the product was confirmed with FESEM images and XRD, TEM, Raman, TGA, EDS, BET and FTIR analyses were employed to study the structure and properties of the product. The produced NGO has been employed as a catalyst for oxidative coupling of amines to imines. The reaction was carried out at 110?°C, using 4 wt% of catalyst (versus the used amine), oxygen gas as oxidative agent, solvent-free condition in 4?h with 80% yield. To determine the versatility of the reaction, different derivatives of amines such as benzylamine, phenyl hydrazine, aniline, ethylenediamine, ethanol amine and homoveratrylamine have been examined in this reaction and successfully converted to the related imines via heterocoupling reactions. Finally, the recyclability of the reaction was investigated and the results showed only 10% decreasing in the yield after 6 runs.