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D216305

Sigma-Aldrich

2,2′-Bipyridyl

greener alternative

ReagentPlus®, ≥99%

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Synonym(s):
2,2′-Bipyridine, 2,2′-Dipyridine, 2,2′-Dipyridyl
Empirical Formula (Hill Notation):
C10H8N2
CAS Number:
Molecular Weight:
156.18
Beilstein/REAXYS Number:
113089
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

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

greener alternative category

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

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This Item
798533510556552933
2,2′-Bipyridyl ReagentPlus®, ≥99%

D216305

2,2′-Bipyridyl

2,2′-Bipyridyl anhydrous, free-flowing, Redi-Dri™, ReagentPlus®, 99%

798533

2,2′-Bipyridyl

2,2′-Bipyrimidine 95%

510556

2,2′-Bipyrimidine

2,2′-Dipyridyl N-oxide 98%

552933

2,2′-Dipyridyl N-oxide

solubility

ethanol: 100 mg/mL, clear, colorless to faintly yellow

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

-

mp

70-73 °C (lit.)

mp

70-73 °C (lit.)

mp

112-116 °C (lit.)

mp

59-63 °C (lit.)

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

form

powder or crystals, powder or granules

form

solid

form

solid

form

-

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.
  • the preparation of 2,2′-bipyridyl hydrobromide.
  • as a ligand in the greener oxidation of alcohols under aerobic conditions
  • 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

pictograms

Skull and crossbones

signalword

Danger

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_germany

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


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Bromination of 2,2'-bipyridile.
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