D216305

2,2′-Bipyridyl

≥99%, powder or crystals, ReagentPlus^®

• 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
• NACRES: NA.21
• PubChem Substance ID: 57654082
• UNSPSC Code: 12352100
• EC Number: 206-674-4
• MDL number: MFCD00006212
• Beilstein/REAXYS Number: 113089
• Assay: ≥99%
• Form: powder or crystals, powder or granules

Properties

• Product Name: 2,2′-Bipyridyl, ReagentPlus^®, ≥99%
• biological source: synthetic (organic)
• Quality Segment: 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.
• sustainability: Greener Alternative Product
• bp: 273 °C (lit.)
• mp: 70-73 °C (lit.)
• solubility: ethanol: 100 mg/mL, clear, colorless to faintly yellow
• greener alternative category: Aligned
• 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. It is a bidentate ligand which has been employed transition metal catalysis, aluminum initiated polymerization, and various other inorganic syntheses. This compound adheres to the principles of greener chemistry, ensuring catalytic efficiency. Click here for more information

Application

2,2′-Bipyridyl has been used in:

• the preparation of fluorescent dyes like products 754730, 544981, 804215.
• the preparation ofcopper(II)-bipyridine-naringenin complex.[1]
• the preparation of 2,2′-bipyridyl hydrobromide.
• as a ligand in the greener oxidation of alcohols under aerobic conditions[2]
• as a complex with CuBR2 in the green synthesis of propargylamines
• the synthesis of [Ru(bipy)₃]Cl₂, a common metal complex with usefulphotochemistry often used in photoredox catalysis as a sensitizer

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 Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301 + H311
• pcodes: P264 - P280 - P301 + P310 - P302 + P352 + P312 - P361 + P364 - P405
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Oral
• Storage Class: 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
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges