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798533

Sigma-Aldrich

2,2′-Bipyridyl

greener alternative

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C10H8N2
Número de CAS:
366-18-7
Peso molecular:
156.18
Beilstein/REAXYS Number:
113089
EC Number:
206-674-4
MDL number:
MFCD00006212
UNSPSC Code:
12352100
PubChem Substance ID:
329768657
NACRES:
NA.21

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

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

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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

Inhibidor de metaloproteasa; agente quelante del hierro de gran afinidad; puede inhibir enzimas que contengan Fe2+ en concentraciones de 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

Related product

Referencia del producto
Descripción
Precios

D216305

2,2′-Bipyridyl, ReagentPlus®, ≥99%

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_germany

WGK 3

flash_point_f

267.8 °F - closed cup

flash_point_c

131 °C - closed cup

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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4,4′-Bipyridine for synthesis

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4,4′-Bipyridine

The crystal structure of 2, 2'-bipyridine.
Merritt LL and Schroeder E.
Acta Crystallographica, 9(10), 801-804 (1956)
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
Kamran Shekh et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 231, 108723-108723 (2020-02-12)
Early life-stages of the endangered white sturgeon (Acipenser transmontanus) have been shown to be among the most sensitive fishes to aqueous copper (Cu) exposure. In a recent analogous study, we examined the role of whole-body Cu accumulation and Na homeostasis
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)
Rone Aparecido De Grandis et al.
Bioorganic chemistry, 85, 455-468 (2019-02-19)
This study describes a series of newly synthesized phosphine/diimine ruthenium complexes containing the lawsone as bioligand with enhanced cytotoxicity against different cancer cells, and apoptosis induction in prostatic cancer cells DU-145. The complexes [Ru(law)(N-N)2]PF6 where N-N is 2,2'-bipyridine (1) or

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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.

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.

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.

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.

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