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798533 Sigma-Aldrich

2,2′-Bipyridyl

Green Alternative

anhydrous, free-flowing, Redi-Dri, ReagentPlus®, 99%

Synonym: 2,2′-Bipyridine, 2,2′-Dipyridine, 2,2′-Dipyridyl

  • CAS Number 366-18-7

  • Empirical Formula (Hill Notation) C10H8N2

  • Molecular Weight 156.18

  •  Beilstein/REAXYS Number 113089

  •  EC Number 206-674-4

  •  MDL number MFCD00006212

  •  PubChem Substance ID 329768657

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Properties

Related Categories 12 Principles Aligned Products, Chemical Synthesis, Greener Alternative Products, Greener Catalysts
Quality Level   100
grade   ReagentPlus®
  Redi-Dri
  anhydrous
assay   99%
quality   free-flowing
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
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 CuI/TEMPO (TEMPO = 2,2,6,6-tetramethyl-1-piperidinyloxyl) catalyst system.

Packaging

1 kg in poly bottle

50, 100, 500 g in poly bottle

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

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Enjoy the Free-flowing Experience - Redi-Dri™

What is the most frustrating moment you have experienced in the lab? Inadequate chemicals for the reaction? Or rock-solid material as you open your bottle when you only need a small amount? If you ha...
Keywords: Environmental

Peer-Reviewed Papers
15

References

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