MilliporeSigma
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D216305

Sigma-Aldrich

2,2′-Bipyridyl

greener alternative

ReagentPlus®, ≥99%

All Photos(5)
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
PubChem Substance ID:
57654082
NACRES:
NA.21

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.

bp

273 °C (lit.)

mp

70-73 °C (lit.)

solubility

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

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)

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798533B34656142387
2,2′-Bipyridyl ReagentPlus®, ≥99%

Sigma-Aldrich

D216305

2,2′-Bipyridyl

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

Sigma-Aldrich

798533

2,2′-Bipyridyl

Biphenyl ReagentPlus®, 99.5%

Sigma-Aldrich

B34656

Biphenyl

2,4,6-Trimethylpyridine ReagentPlus®, 99%

Sigma-Aldrich

142387

2,4,6-Trimethylpyridine

assay

≥99%

assay

99%

assay

99.5%

assay

99%

form

powder or crystals, powder or granules

form

solid

form

flakes, powder or crystals

form

liquid

bp

273 °C (lit.)

bp

273 °C (lit.)

bp

255 °C (lit.)

bp

171-172 °C (lit.)

mp

70-73 °C (lit.)

mp

70-73 °C (lit.)

mp

68-70 °C (lit.)

mp

−43 °C (lit.)

solubility

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

solubility

-

solubility

-

solubility

-

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

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. A study of its impact on Petunia hybrida flowers showed that it caused inhibition of senescence.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

2,2′-Bipyridyl has been used in the preparation of copper(II)-bipyridine-naringenin complex. It may be used in the preparation of 2,2′-bipyridyl hydrobromide.
Bidentate ligand employed in transition metal catalysis and aluminum initiated polymerization (inorganic syntheses).
Ligand for copper in greener oxidation of alcohols under aerobic conditions.
Ligand for copper in greener oxidation of alcohols under aerobic conditions.

Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311

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

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