D216305

2,2′-Bipyridyl

ReagentPlus^®, ≥99%

• Synonym(s): 2,2′-Bipyridine, 2,2′-Dipyridine, 2,2′-Dipyridyl
• Empirical Formula (Hill Notation): C₁₀H₈N₂
• CAS Number: 366-18-7
• Molecular Weight: 156.18
• Beilstein: 113089
• EC Number: 206-674-4
• MDL number: MFCD00006212
• PubChem Substance ID: 57654082
• NACRES: NA.21

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• product line: ReagentPlus^®
• Assay: ≥99%
• form: powder or crystals; powder or granules
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• bp: 273 °C (lit.)
• mp: 70-73 °C (lit.)
• solubility: ethanol: 100 mg/mL, clear, colorless to faintly yellow
• storage temp.: room temp
• SMILES string: c1ccc(nc1)-c2ccccn2
• InChI: 1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
• InChI key: ROFVEXUMMXZLPA-UHFFFAOYSA-N
• Gene Information: human ... EPHX2(2053) , FNTA(2339) ; mouse ... Ephx2(13850)

Description

General description

2,2′-Bipyridyl also known as 2,2′-bipyridine, is a symmetrical bipyridine commonly used as a neutral ligand for chelating with metal ions. A study of its impact on Petunia hybrida flowers showed that it caused inhibition of senescence.

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Application

2,2′-Bipyridyl has been used in the preparation of copper(II)-bipyridine-naringenin complex. It may be used in the preparation of 2,2′-bipyridyl hydrobromide.

Bidentate ligand employed in transition metal catalysis and aluminum initiated polymerization (inorganic syntheses).

Ligand for copper in greener oxidation of alcohols under aerobic conditions.

Ligand for copper in greener oxidation of alcohols under aerobic conditions.

Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air

Biochem/physiol Actions

Metalloprotease inhibitor, high-affinity chelator of iron; may inhibit Fe²⁺ containing enzymes at 10⁻⁸ M.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301 + H311
• Precautionary Statements: P264 - P280 - P301 + P310 - P302 + P352 + P312 - P361 + P364 - P405
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): 267.8 °F - closed cup
• Flash Point(C): 131 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves