N,N'-Dibenzylethylenediamine

Base Information

• Chemical Name: N,N'-Dibenzylethylenediamine
• CAS No.: 140-28-3
• Deprecated CAS: 87170-83-0
• Molecular Formula: C16H20N2
• Molecular Weight: 240.348
• Hs Code.: 29215990
• European Community (EC) Number: 205-408-4
• NSC Number: 62936,5632
• UNII: C659VZ7P7T
• DSSTox Substance ID: DTXSID4048359
• Nikkaji Number: J5.652I
• Wikipedia: Benzathine
• Wikidata: Q2896784
• Metabolomics Workbench ID: 57707
• ChEMBL ID: CHEMBL193646
• Mol file: 140-28-3.mol

Synonyms:benzathine;benzathine diacetate;benzathine dihydrochloride;N,N'-dibenzylethylenediamine

Chemical Property of N,N'-Dibenzylethylenediamine

Chemical Property:

• Melting Point: 23-25 °C
• Refractive Index: n20/D 1.565(lit.)
• Boiling Point: 373.8 °C at 760 mmHg
• PKA: 9.15±0.19(Predicted)
• Flash Point: 220.5 °C
• PSA: 24.06000
• Density: 1.028 g/cm³
• LogP: 3.34780
• Storage Temp.: Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Water (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 240.162648646
• Heavy Atom Count: 18
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

N,N''-Dibenzylethylenediamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2
• Uses: N,N'-Dibenzylethylenediamine is an intermediate of cephalosporin and penicillin.

Technology Process of N,N'-Dibenzylethylenediamine

There total 50 articles about N,N'-Dibenzylethylenediamine 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%

N,N'-bis(benzyliden)ethylendiamine (104-71-2) → N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1002/jccs.200800096

Reference yield: 94.0%

N,N'-dibenzoyl-N,N'-dibenzylethylenediamine (82126-37-2) → N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.666667h; Heating;

DOI:10.1016/j.tetlet.2006.11.008

Reference yield: 85.0%

1,2-dibenzyl-1,2-diazetin-3-one (93847-34-8) → N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0)

Guidance literature:

With B₂H₆-THF; for 2h; Heating;

DOI:10.1039/P19870000877

upstream raw materials:

formic acid

N,N'-bis(benzyliden)ethylendiamine

sodium formate

1,2-bis-(benzenesulfonyl-benzyl-amino)-ethane

Downstream raw materials:

N,N'-dibenzyl-N,N'-bis-(2-morpholino-ethyl)-ethylenediamine

N,N'-dibenzylpiperazine

N,N'-dibenzylethylenediamine diacetate

N,N'-dibenzyl-N,N'-ethanediyl-bis-carbamoyl chloride

Refernces

• 1、 Mohamadi, Ali,Miller, Lawrence W.. "Brightly Luminescent and Kinetically Inert Lanthanide Bioprobes Based on Linear and Preorganized Chelators". . p. 2540 - 2548. Retrieved 2016.
• 2、 Razafimahefa, Dorothee,Ralambomanana, Dimby Andrianina,Hammouche, Lies,Pelinski, Lydie,Lauvagie, Sylvia,Bebear, Christiane,Brocard, Jacques,Maugein, Jeanne. "Synthesis and antimycobacterial activity of ferrocenyl ethambutol analogues and ferrocenyl diamines". . p. 2301 - 2303. Retrieved 2005.
• 3、 Bai, Meng-Meng,Cui, De-Yun,Han, Jiang-Xue,Kong, Hong-Tao,Liu, Yi-Shuang,Shen, Bo-Yuan,Wang, Cong-Cong,Xiao, Chun-Ling,Yan, Da-Chao,Yang, Yi,Zhang, En. "Systematic research of H2dedpa derivatives as potent inhibitors of New Delhi Metallo-β-lactamase-1". . . Retrieved 2020/06/01.