N,N'-Bis(salicylidene)ethylenediamine

Base Information

• Chemical Name: N,N'-Bis(salicylidene)ethylenediamine
• CAS No.: 94-93-9
• Deprecated CAS: 77051-31-1
• Molecular Formula: C16H16N2O2
• Molecular Weight: 268.315
• Hs Code.: 29252900
• European Community (EC) Number: 202-376-3
• NSC Number: 2079
• UNII: M122L9EGR6
• DSSTox Substance ID: DTXSID5059113
• Nikkaji Number: J1.173.297F,J15.438E
• Wikipedia: Salen_ligand,Salcomine
• Wikidata: Q106902922
• Pharos Ligand ID: A6VRDSTVVV71
• ChEMBL ID: CHEMBL594100
• Mol file: 94-93-9.mol

Synonyms:disalicylaldehyde ethylenediamine;N,N'-bis(salicylideneamino)ethane;N,N'-ethylenebis(salicylimine);salen;tetrahydrosalen

Chemical Property of N,N'-Bis(salicylidene)ethylenediamine

Chemical Property:

• Appearance/Colour: yellow fine crystalline powder
• Melting Point: 127-128 °C(lit.)
• Refractive Index: 1.6240 (estimate)
• Boiling Point: 411.48°C (rough estimate)
• PKA: 12.59±0.50(Predicted)
• Flash Point: 193.6oC
• PSA: 65.18000
• Density: 1.1028 (rough estimate)
• LogP: 2.63580
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: chloroform: 0.1 g/mL, clear
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 268.121177757
• Heavy Atom Count: 20
• Complexity: 298

Purity/Quality:

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C(=C1)C=NCCN=CC2=CC=CC=C2O)O
• Uses: In histochemistry to detect antigens. N,N′-Bis(salicylidene)ethylenediamine (salen) immobilized on surfactant-coated alumina has been used as complexing agent for on-line preconcentration of copper and lead by flow injection-flame atomic absorption spectrometry (FI-AAS).

Technology Process of N,N'-Bis(salicylidene)ethylenediamine

There total 34 articles about N,N'-Bis(salicylidene)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: 99.6%

ethylenediamine (107-15-3,85404-18-8) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → N,N'-ethylenebis(salicylideneimine) (94-93-9)

Guidance literature:

In ethanol; for 1h; Reflux; Inert atmosphere;

DOI:10.1039/c0cc04205f

Reference yield: 98.0%

2-methyl-benzyl alcohol (89-95-2) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethylenebis(2-hydroxybenzylideneimine) (94-93-9,129409-01-4)

Guidance literature:

In ethanol; for 1h; Heating;

DOI:10.1002/1521-3765(20020816)8:16<3757::AID-CHEM3757>3.0.CO;2-8

Reference yield: 98.0%

2-methyl-benzyl alcohol (89-95-2) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethylenebis(salicylideneimine) (94-93-9)

Guidance literature:

for 0.0111111h; microwave irradiation;

DOI:10.1081/SCC-120015804

upstream raw materials:

salicylaldehyde

ethylenediamine

acetic acid

N-(4-bromophenyl)-2-oxo-2H-chromene-3-carboxamide

Downstream raw materials:

cobalt(II)(bis(salicylidene)ethylenediamine)

bis(2-hydroxy-1-naphtaldehyde) ethylendiamine

N,N'-bis(2-hydroxybenzyl)ethylenediamine

4,4'-dihydroxy-3,3'-(2,5-diaza-hexa-1,5-dienediyl)-bis-benzenesulfonic acid

Refernces

• 1、 van den Bergen et al.. "-". . p. 299,302. Retrieved 1975.
• 2、 Koley, Manjuri K.,Manoharan, Periakaruppan T.,Koley, Aditya P.. "Synthesis and characterization of a stable paramagnetic hexacoordinated oxochromium(IV) complex with dianionic tetradentate Schiff base ligand salen". . p. 3798 - 3802. Retrieved 2010.
• 3、 Patel, Ketan,Shringarpure, Pragati,Patel, Anjali. "Synthesis, characterisation and catalytic activity of non-crystalline organic-inorganic hybrid material comprising Keggin-type manganese(II)- substituted phosphotungstate and salen". . p. 149 - 156. Retrieved 2012.
• 4、 Chi, Shushen,Li, Hongfeng,Chen, Peng,Gao, Ting,Yang, Yu,Sun, Wenbin,Li, Guangming,Hou, Guangfeng,Yan, Pengfei. "A novel 3D salen neodymium framework with near-infrared (NIR) properties". . p. 265 - 270. Retrieved 2017.
• 5、 Liao, Anping,Qiao, Leilei,He, Rimei,Lan, Ping,Lan, Lihong,Lu, Yanyue,Li, Mei. "NdCl3-schiff base complex as catalyst for formation of water-blown semi-rigid polyurethane foam". . p. 3361 - 3364. Retrieved 2015.
• 6、 Huerta-Aguilar,Pandiyan,Singh,Jayanthi. "Three novel input logic gates supported by fluorescence studies: Organic nanoparticles (ONPs) as chemo-sensor for detection of Zn2+ and Al3+ in aqueous medium". . p. 142 - 150. Retrieved 2015.
• 7、 Guadalupe Hernández, José,Huerta-Aguilar, Carlos Alberto,Thangarasu, Pandiyan,H?pfl, Herbert. "A ruthenium(III) complex derived from: N, N ′-bis(salicylidene)ethylenediamine as a chemosensor for the selective recognition of acetate and its interaction with cells for bio-imaging: Experimental and theoretical studies". . p. 10515 - 10527. Retrieved 2017.
• 8、 Li, Chuan-Hua,Tao, Li-Ming,Xiao, Sheng-Xiong,Li, Ai-Tao,Jiang, Jian-Hong,Li, Xu,Yao, Fei-Hong,Luo, Wei-Peng,Xie, Jin-Qi,Peng, Meng-Na,Pan, Lan,Li, Qiang-Guo. "Thermochemical study on the Schiff base [H2salen = N,N′-bis(salicylidene) ethylendiamine] and its binuclear copper (II) complex". . p. 97 - 103. Retrieved 2013.
• 9、 Tavakoli, Farnosh,Salavati-Niasari, Masoud,Mohandes, Fatemeh. "Sonochemical synthesis and characterization of lead iodide hydroxide micro/nanostructures". . p. 234 - 241. Retrieved 2014.
• 10、 Kianfar, Ali Hossein,Dostani, Mroteza,Mahmood, Wan Ahmad Kamil. "An unprecedented DDQ-nickel(II)Salen complex interaction and X-ray crystal structure of nickel(II)Salen.DDH co-crystal". . p. 488 - 492. Retrieved 2015.