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Merck
CN

552933

2,2′-Dipyridyl N-oxide

98%

Synonym(s):

2,2′-Bipyridine 1-oxide, 2,2′-Bipyridine N-oxide, 2,2′-Bipyridine monooxide, 2,2′-Bipyridyl N-oxide, 2,2′-Dipyridyl 1-oxide

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About This Item

Empirical Formula (Hill Notation):
C10H8N2O
CAS Number:
Molecular Weight:
172.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
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Quality Level

assay

98%

mp

59-63 °C (lit.)

SMILES string

[O-][n+]1ccccc1-c2ccccn2

InChI

1S/C10H8N2O/c13-12-8-4-2-6-10(12)9-5-1-3-7-11-9/h1-8H

InChI key

KIKATWFLYDKKOL-UHFFFAOYSA-N

General description

2,2′-Dipyridyl N-oxide is a mono-N-oxide of 2,2′-bipyridine. It is widely used as a chelating agent. 2,2′-Bipyridine N-oxide readily forms complexes with transition metal perchlorates and divalent 3d metal nitrates. It can be prepared from 2,2′-bipyridyl.

Application

2,2′-Dipyridyl N-oxide(Obpy) may be used to synthesize the following:
  • 2,2′-bipyridyl-6-carbonitrile
  • 4-nitro-2,2′-bipyridyl N-oxide by reaction with potassium nitrate in sulfuric acid
  • Eu(TTA)3(Obpy), an electroluminescent red emitter obtained via reaction with europium(III) chloride hexahydrate (EuCl3.6H2O) and 2-thenoyltrifluoroacetonate(TTA)


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

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*-S* tridentate ligand system as potential antitumor agents.
Antonini I, et al.
Journal of Medicinal Chemistry, 24(10), 1181-1184 (1981)
2, 2'-Bipyridine N-oxide chelates with divalent 3d metal perchlorates.
Speca AN, et al.
Inorganic Chemistry, 12(6), 1221-1226 (1973)
Bipyridyl substituted triazoles as hole-blocking and electron-transporting materials for organic light-emitting devices.
Ichikawa M, et al.
Organic Electronics, 9(1), 77-84 (2008)



Global Trade Item Number

SKUGTIN
552933-5G04061832582047