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798533

2,2′-Bipyridyl

greener alternative

anhydrous grade, 99%, ReagentPlus®, Redi-Dri™, free-flowing, powder or crystals

Synonym(s):

2,2′-Bipyridine, 2,2′-Dipyridine, 2,2′-Dipyridyl

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About This Item

Empirical Formula (Hill Notation):
C10H8N2
CAS Number:
366-18-7
Molecular Weight:
156.18
NACRES:
NA.21
PubChem Substance ID:
329768657
UNSPSC Code:
12352100
EC Number:
206-674-4
MDL number:
MFCD00006212
Beilstein/REAXYS Number:
113089
Assay:
99%
Form:
powder or crystals (anhydrous)
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Product Name

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

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.)

greener alternative category

Aligned

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

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.

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

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pictograms

Skull and crossbones
GHS06

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

WGK 3

flash_point_f

267.8 °F - closed cup

flash_point_c

131 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD2205V
WXBC8527V
WXBC7516V
WXBD1517V
WXBD1377V

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Articles

Redi-Dri™ – The World of Free-flowing Hygroscopic Products

Redi-Dri™ prevents hygroscopic powders, such as inorganic salts, from absorbing moisture and forming clumps, leaving the salts free-flowing every time.

Jessica M Hoover et al.
Nature protocols, 7(6), 1161-1166 (2012-05-29)
This protocol describes a practical laboratory-scale method for aerobic oxidation of primary alcohols to aldehydes, using a chemoselective Cu(I)/TEMPO (TEMPO = 2,2,6,6-tetramethyl-1-piperidinyloxyl) catalyst system. The catalyst is prepared in situ from commercially available reagents, and the reactions are performed in
The crystal structure of 2, 2'-bipyridine.
Merritt LL and Schroeder E.
Acta Crystallographica, 9(10), 801-804 (1956)
Bipyridine: the most widely used ligand. A review of molecules comprising at least two 2,2'-bipyridine units.
Kaes C, et al.
Chemical Reviews, 100(10), 3553-3590 (2000)
View All Related Papers

Global Trade Item Number

SKUGTIN
798533-1KG04061824805253
798533-50G04061832973661
798533-100G04061832973647
798533-500G04061832973654