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Merck

D216305

Sigma-Aldrich

2,2′-Bipyridyl

greener alternative

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:
Peso molecular:
156.18
Beilstein:
113089
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.21
En este momento no podemos mostrarle ni los precios ni la disponibilidad

origen biológico

synthetic (organic)

Nivel de calidad

Línea del producto

ReagentPlus®

Ensayo

≥99%

Formulario

powder or crystals
powder or granules

características de los productos alternativos más sostenibles

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

bp

273 °C (lit.)

mp

70-73 °C (lit.)

solubilidad

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

categoría alternativa más sostenible

temp. de almacenamiento

room temp

cadena SMILES

c1ccc(nc1)-c2ccccn2

InChI

1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H

Clave InChI

ROFVEXUMMXZLPA-UHFFFAOYSA-N

Información sobre el gen

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Descripción general

2,2′-Bipyridyl also known as 2,2′-bipyridine, is a symmetrical bipyridine commonly used as a neutral ligand for chelating with metal ions.[1] It is a bidentate ligand[2] which has been employed transition metal catalysis[3], aluminum initiated polymerization[4], and various other inorganic syntheses.[5] This compound adheres to the principles of greener chemistry, ensuring catalytic efficiency. Click here for more information

Aplicación

2,2′-Bipyridyl has been used in:
  • the preparation of fluorescent dyes like products 754730, 544981, 804215.
  • the preparation ofcopper(II)-bipyridine-naringenin complex.[6]
  • the preparation of 2,2′-bipyridyl hydrobromide.[7]
  • as a ligand in the greener oxidation of alcohols under aerobic conditions[8]
  • as a complex with CuBR2 in the green synthesis of propargylamines[9]
  • the synthesis of [Ru(bipy)3]Cl2, a common metal complex with usefulphotochemistry often used in photoredox catalysis as a sensitizer[10]

Acciones bioquímicas o fisiológicas

Inhibidor de metaloproteasa; agente quelante del hierro de gran afinidad; puede inhibir enzimas que contengan Fe2+ en concentraciones de 10−8 M.

Información legal

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Producto relacionado

Pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Dermal - Acute Tox. 3 Oral

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

267.8 °F - closed cup

Punto de inflamabilidad (°C)

131 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Certificados de análisis (COA)

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Los clientes también vieron

Solvent-Free A3 and KA2 Coupling Reactions with mol ppm Level Loadings of a Polymer-Supported Copper(II)?Bipyridine Complex for Green Synthesis of Propargylamines
Shuo Yan, et al.
ACS sustainable chemistry & engineering, 7 (10), 9097-9102 (2019)
Inhibition of Petunia flower senescence by 2, 2'-bipyridyl.
Knee M.
Postharvest biology and technology, 9(3), 351-360 (1996)
Bromination of 2,2'-bipyridile.
Zdravkov AB and Khimich NN.
Russ. J. Org. Chem., 42(8), 1200-1202 (2006)
Macromolecules, 27, 645-645 (1994)
Coordination Chemistry Reviews, 93, 205-205 (1989)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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