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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
Pricing and availability is not currently available.

Quality Level

100

Assay

98%

mp

127-128 °C (lit.)

solubility

water: insoluble(lit.)

functional group

amine
imine

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)[1].

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)[2].

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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Hydration of epoxides on [CoIII salen)] encapsulated in silica-based nanoreactors.
Bo Li et al.
Angewandte Chemie (International ed. in English), 51(46), 11517-11521 (2012-10-16)
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
Clare Bakewell et al.
Journal of the American Chemical Society, 134(51), 20577-20580 (2012-12-13)
Highly active yttrium phosphasalen initiators for the stereocontrolled ring-opening polymerization of rac-lactide are reported. The initiators are coordinated by a new class of ancillary ligand: an iminophosphorane derivative of the popular "salen" ligand, termed "phosphasalen". Changing the phosphasalen structure enables
Katarzyna Witt et al.
Membranes, 10(4) (2020-04-08)
In this paper, three main methods of metal ion separation, i.e., liquid-liquid extraction, transport across polymer inclusion membranes (PIMs), and sorption/desorption, are described. In all of them, N,N'-bis(salicylidene)ethylenediamine (salen) was used as an active compound, i.e., as an extractant or
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