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%
InChI
1S/C10H8N2O/c13-12-8-4-2-6-10(12)9-5-1-3-7-11-9/h1-8H
SMILES string
[O-][n+]1ccccc1-c2ccccn2
InChI key
KIKATWFLYDKKOL-UHFFFAOYSA-N
assay
98%
mp
59-63 °C (lit.)
Quality Level
Related Categories
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)
signalword
Warning
hcodes
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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2, 2'-Bipyridine N-oxide chelates with divalent 3d metal perchlorates.
Speca AN, et al.
Inorganic Chemistry, 12(6), 1221-1226 (1973)
N*-N*-S* tridentate ligand system as potential antitumor agents.
Antonini I, et al.
Journal of Medicinal Chemistry, 24(10), 1181-1184 (1981)
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)
An efficient electroluminescent (2, 2'-bipyridine mono N-oxide) europium (III) ?-diketonate complex
Zhu H-X, et al.
Journal of Materials Chemistry, 14(18), 2732-2734 (2004)
A high yielding preparation of 2, 2'-bipyridine-1-oxide.
Joachim DFW and Betania D'heni M.
Organic preparations and procedures international, 30(4), 467-469 (1998)
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