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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
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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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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
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
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)
Erin E Podlesny et al.
Organic letters, 14(18), 4862-4865 (2012-09-04)
The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted
Mohammad Azam et al.
Dalton transactions (Cambridge, England : 2003), 41(35), 10854-10864 (2012-08-04)
We have reported the synthesis of a novel salen ligand and its mononuclear Pd-salen complexes derived from 2-{[2-hydroxy-3-{[(E)-(2-hydroxyphenyl)methylidene]amino}propyl)imino]methyl}phenol. The newly synthesized and isolated Pd(II) complexes have been identified and fully characterized by various physico-chemical studies viz., elemental analyses, IR, UV-Vis
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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