N,N'-Dibenzylideneethylenediamine

Base Information

• Chemical Name: N,N'-Dibenzylideneethylenediamine
• CAS No.: 104-71-2
• Deprecated CAS: 2102117-14-4
• Molecular Formula: C16H16N2
• Molecular Weight: 236.316
• Hs Code.: 2921590090
• European Community (EC) Number: 203-229-6
• NSC Number: 519420
• UNII: CYG8BVG45T
• DSSTox Substance ID: DTXSID2059302
• Nikkaji Number: J182.185G
• Mol file: 104-71-2.mol

Synonyms:104-71-2;Dibenzylidene ethylenediamine;N1,N2-Dibenzylideneethane-1,2-diamine;N,N'-Dibenzylideneethylenediamine;N,N'-Bis(benzylidene)ethylenediamine;1,2-Ethanediamine, N,N'-bis(phenylmethylene)-;N-[2-(benzylideneamino)ethyl]-1-phenylmethanimine;CYG8BVG45T;174707-18-7;Dibenzylideneethylenediamine;Ethylenediamine, N,N'-dibenzylidene-;(N1E,N2E)-N1,N2-dibenzylideneethane-1,2-diamine;1,2-Ethanediamine, N1,N2-bis(phenylmethylene)-;EINECS 203-229-6;NSC 519420;NSC-519420;NSC519420;starbld0009712;UNII-CYG8BVG45T;CBDivE_003096;bis(benzylidene)ethylenediamine;N,N'-dibenzylidenethylendiamin;SCHEMBL845362;SCHEMBL845363;DTXSID2059302;1, N,N'-bis(phenylmethylene)-;Ethylenediamine,N'-dibenzylidene-;N,N/'-Dibenzylideneethylenediamine;AB6953;MFCD00022040;AKOS015916342;AKOS024319102;AS-44810;N,N'-DIBENZYLIDENE ETHYLENEDIAMINE;CS-0137241;FT-0723006;N,N'-(Ethane-1,2-diyl)bis(1-phenylmethanimine);(E)-(PHENYLMETHYLIDENE)({2-[(E)-(PHENYLMETHYLIDENE)AMINO]ETHYL})AMINE

Chemical Property of N,N'-Dibenzylideneethylenediamine

Chemical Property:

• Appearance/Colour: light yellow to yellow crystalline powder.
• Melting Point: 52-54 °C
• Refractive Index: 1.5635 (estimate)
• Boiling Point: 373.4 °C at 760 mmHg
• PKA: 5.66±0.50(Predicted)
• Flash Point: 172 °C
• PSA: 24.72000
• Density: 0.97 g/cm³
• LogP: 3.22460
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 236.131348519
• Heavy Atom Count: 18
• Complexity: 230

Purity/Quality:

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

N1,N2-Dibenzylideneethane-1,2-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NCCN=CC2=CC=CC=C2

Technology Process of N,N'-Dibenzylideneethylenediamine

There total 8 articles about N,N'-Dibenzylideneethylenediamine 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: 100.0%

benzaldehyde (100-52-7) + ethylenediamine (107-15-3,85404-18-8) → N,N'-bis(benzyliden)ethylendiamine (104-71-2)

Guidance literature:

In methanol; for 1h; Ambient temperature;

DOI:10.1021/ja981123a

Reference yield: 100.0%

benzaldehyde (100-52-7) + ethylenediamine (107-15-3,85404-18-8) → (1E,1’E)-N,N’-(ethane-1,2-diyl)bis(1-phenylmethanimine) (104-71-2)

Guidance literature:

In ethanol; Heating;

DOI:10.1002/jhet.5570430228

Reference yield: 93.0%

ethylenediamine (107-15-3,85404-18-8) + benzyl alcohol (100-51-6,185532-71-2) → N,N'-bis(benzyliden)ethylendiamine (104-71-2)

Guidance literature:

With cesiumhydroxide monohydrate; [Cu2(bpnp)(μ-OH)(HCOO)3]; oxygen; at 110 ℃; for 16h; under 760.051 Torr;

DOI:10.1002/ejoc.201300507

upstream raw materials:

benzaldehyde

ethylenediamine

3,4-dihydro-1,2,5-thiadiazole

3-bromo-3-phenyl-3H-diazirine

Downstream raw materials:

N,N'-Dibenzylethylenediamine

N-benzylethylenediamine

N-(1-phenyl-propyl)-ethylenediamine

N,N'-bis-(α-diethoxyphosphoryl-benzyl)-ethylenediamine

Refernces

• 1、 Andrey, Olivier,Landais, Yannick,Planchenault, Denis,Weber, Valery. "Synthesis of α-(alkoxysilyl)acetic esters. A route to 1,2 diols". . p. 12083 - 12096. Retrieved 1995.
• 2、 Kou, Huizhi,Wang, Yang,Ding, Peipei,Li, Jianfen,Shi, Baoxian. "A new macrocyclic heterobinuclear Cu(II)-Zn(II) complex: synthesis, crystal structure, phosphate hydrolysis, and DNA binding studies". . p. 1683 - 1696. Retrieved 2019.
• 3、 Suzuki et al.. "-". . p. 1922. Retrieved 1975.
• 4、 Andrianina Ralambomanana, Dimby,Razafimahefa-Ramilison, Dorothee,Rakotohova, Andry Clement,Maugein, Jeanne,Pelinski, Lydie. "Synthesis and antitubercular activity of ferrocenyl diaminoalcohols and diamines". . p. 9546 - 9553. Retrieved 2008.
• 5、 Elchueva,Aristova,Bortnikov,Tabachkov. "Synthesis of single-component urethane sealants". . p. 860 - 863. Retrieved 2001.
• 6、 Alfahdawi, Aeed S.,Al-Sorchee, Sawsan M.,Saleh, Suhab E.,Saleh, Marwan M.. "Synthesis and study of N, N' -(ethane-1,2-diyl)bis(1-phenyl methanimine) and their complex derivative with in-vivo and in-vitro Bacterial biological study". . p. 2879 - 2888. Retrieved 2021/05/28.
• 7、 Ganbari, Alireza,Tavakol, Hossein. "Nitrogen-modified graphene as a metal-free carbocatalyst for the solvent-free oxidative homo- and heterocoupling of amines". . . Retrieved 2021/11/04.