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236071

Sigma-Aldrich

N,N′-Bis(salicylidene)ethylenediamine

98%

Synonym(s):

2,2′-Ethylenebis(nitrilomethylidene)diphenol, N,N′-Ethylenebis(salicylimine)

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About This Item

Linear Formula:
(CH2N=CHC6H4OH)2
CAS Number:
94-93-9
Molecular Weight:
268.31
Beilstein:
535296
EC Number:
202-376-3
MDL number:
MFCD00002244
UNSPSC Code:
12352100
PubChem Substance ID:
24854136
NACRES:
NA.22

Assay

98%

mp

127-128 °C (lit.)

solubility

water: insoluble(lit.)

functional group

amine

SMILES string

Oc1ccccc1\C=N\CC\N=C\c2ccccc2O

InChI

1S/C16H16N2O2/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20/h1-8,11-12,19-20H,9-10H2/b17-11+,18-12+

InChI key

VEUMANXWQDHAJV-JYFOCSDGSA-N

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General description

N,N′-Bis(salicylidene)ethylenediamine (salen) reacts with ferric chloride in acetone solution to yield the complex (Fe salen Cl).

Application

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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN9162
MKCF8752
MKBV5297V
MKBQ5356V
MKBL5405V

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Structure and Paramagnetism of Five-and Six-Co-ordinate N: N' Bis-salicylidene Ethylenediamine Iron (III) Chloride.
Gerloch M, et al.
Nature, 212, 809-810 (1966)
Linus Chiang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(44), 14117-14127 (2012-09-22)
Square-planar nickel(II) complexes of salen ligands, N,N'-bis(3-tert-butyl-(5R)-salicylidene)-1,2-cyclohexanediamine), in which R=tert-butyl (1), OMe (2), and NMe(2) (3), were prepared and the electronic structure of the one-electron-oxidized species [1-3](+·) was investigated in solution. Cyclic voltammograms of [1-3] showed two quasi-reversible redox waves
F Janati Fard et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 74-82 (2012-07-04)
Co(III) salen complex with N,N'-dipyridoxyl (1,4-butanediamine) Schiff-base ligand as tetradentate ligand was synthesized and characterized by the elemental and spectroscopic analysis. The interaction of this complex with calf thymus DNA (ct DNA) has been investigated in vitro using UV absorption
Teng Zhang et al.
Chemical communications (Cambridge, England), 48(70), 8766-8768 (2012-07-28)
Chiral metal-organic frameworks built from a Co-salen derived dicarboxylate bridging ligand exhibited different regioselectivities from the corresponding homogeneous catalyst by shutting down bimolecular activation pathways.
David J Burns et al.
Organic & biomolecular chemistry, 10(38), 7666-7668 (2012-08-30)
Due to the lack of availability of unnatural (+)-quinic acid as a starting material, a 6-step synthesis of butane diacetal-protected (4S,5S)-dihydroxycyclohexen-1-one (formally derived from (+)-quinic acid) has been devised. The key catalytic asymmetric step involves a chiral Co-salen-catalysed epoxide ring-opening
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