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256005

Sigma-Aldrich

2,6-Pyridinedicarboxaldehyde

97%

Synonym(s):

2,6-Bis(formyl)pyridine, 2,6-Diformylpyridine, 2,6-Pyridinedialdehyde, Pyridine-2,6-dicarbaldehyde

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About This Item

Empirical Formula (Hill Notation):
C7H5NO2
CAS Number:
Molecular Weight:
135.12
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

bp

152-154 °C/103 mmHg (lit.)

mp

124-125 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1cccc(n1)C([H])=O

InChI

1S/C7H5NO2/c9-4-6-2-1-3-7(5-10)8-6/h1-5H

InChI key

PMWXGSWIOOVHEQ-UHFFFAOYSA-N

General description

2,6-Pyridinedicarboxaldehyde can serve as a building block in the synthesis of various organic compounds.

Application

2,6-Pyridinedicarboxaldehyde has been used in preparation of:
  • functionalized resin Amberlite XAD-4
  • boron-dipyrromethene (BODIPY)-based fluorescence probe with a N,N′-(pyridine-2, 6-diylbis(methylene))-dianiline substituent
  • novel N-heterocyclic chitosan aerogel derivatives

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


Certificates of Analysis (COA)

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Santosh Kumar et al.
International journal of biological macromolecules, 45(4), 330-337 (2009-08-12)
The novel N-heterocyclic chitosan aerogel derivatives were prepared by reacting 79% deacetylated chitosan separately with 4-pyridinecarboxaldehyde and 2,6-pyridinedicarboxaldehyde followed by subsequent solvent exchange into acetone, filteration and lyophilization. The identity of the Schiff bases was confirmed by UV-vis absorption spectroscopy
Hua Lu et al.
The journal of physical chemistry. A, 113(51), 14081-14086 (2009-12-03)
A boron-dipyrromethene (BODIPY)-based fluorescence probe with a N,N'-(pyridine-2, 6-diylbis(methylene))-dianiline substituent (1) has been prepared by condensation of 2,6-pyridinedicarboxaldehyde with 8-(4-amino)-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene and reduction by NaBH(4). The sensing properties of compound 1 toward various metal ions are investigated via fluorometric titration in
Muhammad Saleem et al.
Journal of fluorescence, 26(1), 11-22 (2015-11-21)
Herein, we reported the ditriazole Schiff base derivative 1 and evaluated its photophysical properties on induction of varieties of metal ions including Na(+), Ag(+), Ni(2+), Mn(2+), Pd(2+), Co(2+), Hg(2+), Cu(2+), Pb(2+), Cd(2+), Zn(2+), Sn(2+), Fe(2+), Fe(3+), Cr(3+) and Al(3+), in
Cennet Karadaş et al.
Food chemistry, 141(2), 655-661 (2013-06-26)
The synthesis and characterization of the resin Amberlite XAD-4 functionalized with 2,6-pyridinedicarboxaldehyde and its application in an on-line system for the preconcentration of cadmium, cobalt, copper, lead and manganese prior to determination using flame atomic absorption spectrometry (FAAS) is proposed.
Muhammad Hanif et al.
Molecules (Basel, Switzerland), 24(2) (2019-01-19)
The present study focuses on the design and synthesis of a cage-like organic skeleton containing two triazole rings jointed via imine linkage. These molecules can act as urease inhibitors. The in-vitro urease inhibition screening results showed that the combination of

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