Skip to Content
Merck
All Photos(1)

Documents

552933

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

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

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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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 and 1, 10-phenanthroline n-oxide complexes with divalent 3d metal nitrates.
Speca AN, et al.
J. Inorg. Nucl. Chem., 36(12), 3751-3761 (1974)
2, 2'-Bipyridine N-oxide chelates with divalent 3d metal perchlorates.
Speca AN, et al.
Inorganic Chemistry, 12(6), 1221-1226 (1973)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service