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
• UNSPSC Code: 12352100
• PubChem Substance ID: 57654082
• NACRES: NA.21
• form: powder or crystals; powder or granules
• Assay: ≥99%

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.
• 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.[1] It is a bidentate ligand[2] which has been employed transition metal catalysis[3], aluminum initiated polymerization[4], and various other inorganic syntheses.[5] 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.[6]
• the preparation of 2,2′-bipyridyl hydrobromide.[7]
• as a ligand in the greener oxidation of alcohols under aerobic conditions[8]
• as a complex with CuBR2 in the green synthesis of propargylamines[9]
• the synthesis of [Ru(bipy)₃]Cl₂, a common metal complex with usefulphotochemistry often used in photoredox catalysis as a sensitizer[10]

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
• 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