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798533

2,2′-Bipyridyl

greener alternative

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

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C10H8N2
Numéro CAS:
366-18-7
Poids moléculaire :
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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Nom du produit

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
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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

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.
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.

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

Inhibiteur des métalloprotéases; chelateur de grande affinité du fer; peut inhiber les enzymes contenant du Fe2+ à 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

Classe de stockage

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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Certificats d'analyse (COA)

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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.

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)
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
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Numéro d'article de commerce international

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