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269492

Sigma-Aldrich

N,N′-Bis(salicylidene)-1,2-phenylenediamine

97%

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About This Item

Linear Formula:
[2-(HO)C6H4CH=N]2C6H4
CAS Number:
Molecular Weight:
316.35
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

97%

form

powder

mp

163-165 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Oc1ccccc1\C=N\c2ccccc2\N=C\c3ccccc3O

InChI

1S/C20H16N2O2/c23-19-11-5-1-7-15(19)13-21-17-9-3-4-10-18(17)22-14-16-8-2-6-12-20(16)24/h1-14,23-24H/b21-13+,22-14+

InChI key

HXFYGSOGECBSOY-JFMUQQRKSA-N

General description

N,N′-Bis(salicylidene)-1,2-phenylenediamine is a tetradentate Schiff base. It is also called as salophen. It serves as a chelating agent for metal ions such as Fe(II/III), Mn(II/III),Co(II), Ni(II), Zn(II) and Cu(II).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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[N, N?-Bis (salicylidene)-1, 2-phenylenediamine] metal complexes with cell death promoting properties
Hille A, et al.
Journal of Biological Inorganic Chemistry, 14(5), 711-725 (2009)
Spectroscopy studies on Schiff base N, N?-bis (salicylidene)-1, 2-phenylenediamine by NMR, infrared, Raman and DFT calculations
De Toledo TA, et al.
Journal of Molecular Structure, 1097, 106-111 (2015)

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