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2,2′-bipyridine
Sign in to saveAlso known as 2,2'-dipyridyl, bpy, 2,2'-bipyridyl, 2-(2-pyridyl)pyridine, 2,2'-dipyridine, 2,2'-Bipyridin, alpha,alpha'-dipyridine, alpha,alpha'-dipyridyl
2,2′-Bipyridine (bipy or bpy, pronounced ) is an organic compound with the formula . This colorless solid is an important isomer of the bipyridine family. It is a bidentate chelating ligand, forming complexes with many transition metals. Ruthenium and platinum complexes of bipy exhibit intense luminescence. ==Preparation, structure, and general properties== 2,2'-Bipyridine was first prepared by decarboxylation of divalent metal derivatives of pyridine-2-carboxylate:
Chemical data
- Formula
- C10H8N2
- Molecular weight
- 156.18 g/mol
- IUPAC name
- 2-pyridin-2-ylpyridine
- SMILES
- C1=CC=NC(=C1)C2=CC=CC=N2
- InChIKey
- ROFVEXUMMXZLPA-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 25.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
8,492 papers- Discovery of caerulomycin/collismycin-type 2,2'-bipyridine natural products in the genomic era.Journal of industrial microbiology & biotechnology · 2019
- Merging photoredox catalysis with organocatalysis: the direct asymmetric alkylation of aldehydes.Science (New York, N.Y.) · 2008
- The Early Years of 2,2'-Bipyridine-A Ligand in Its Own Lifetime.Molecules (Basel, Switzerland) · 2019
- 2,2'-Bipyridine-Modified Tamoxifen: A Versatile Vector for Molybdacarboranes.ChemMedChem · 2019
- Cyanine-Functionalized 2,2'-Bipyridine Compounds for Photocatalytic Cancer Therapy.The Journal of organic chemistry · 2023
via PubMed
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Encyclopedic overview
6 sectionsContents
- Preparation, structure, and general properties
- Substituted 2,2'-bipyridines
- Structure
- Reactions
- See also
- References
2,2′-Bipyridine (bipy or bpy, pronounced ) is an organic compound with the formula . This colorless solid is an important isomer of the bipyridine family. It is a bidentate chelating ligand, forming complexes with many transition metals. Ruthenium and platinum complexes of bipy exhibit intense luminescence. ==Preparation, structure, and general properties== 2,2'-Bipyridine was first prepared by decarboxylation of divalent metal derivatives of pyridine-2-carboxylate:
It is prepared by the dehydrogenation of pyridine using Raney nickel:
Excerpted from Wikipedia’s “2,2′-bipyridine” article, available under the CC BY-SA 4.0 licence.