798533

2,2′-Bipyridyl

anhydrous, free-flowing, Redi-Dri^™, 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: 329768657
• NACRES: NA.21

Properties

• grade: anhydrous
• Quality Level: 100
• product line: ReagentPlus^®; Redi-Dri^™
• Assay: 99%
• form: powder or crystals (anhydrous)
• quality: free-flowing
• 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.)
• 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

Description

General description

2,2′-Bipyridyl, is a symmetrical bipyridine commonly used as a neutral ligand for complexation with metal ions. The molecule is planar with trans-conformation and crystallizes in the monoclinic crystal system.

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Application

2,2′-Bipyridyl may be used for the preparation of aldehydes from primary alcohols via aerobic oxidation using Cu^I/TEMPO (TEMPO = 2,2,6,6-tetramethyl-1-piperidinyloxyl) catalyst system.

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

Redi-Dri is a 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