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Merck

569747

Sigma-Aldrich

Catalizador Grubbs® M204

Grubbs Catalyst® M204

Umicore

Sinónimos:

(1,3-Bis(2,4,6-trimetilfenil)-2-imidazolidinilideno)dicloro(fenilmetileno)(triciclohexilfosfina)rutenio, Bencilideno[1,3-bis(2,4,6-trimetilfenil)-2-imidazolidinilideno]dicloro(triciclohexilfosfina)rutenio, Catalizador Grubbs® 2ª Generación, Catalizador Grubbs® M2a (C848), Dicloro[1,3-bis(2,4,6-trimetilfenil)-2-imidazolidinilideno](bencilideno)(triciclohexilfosfina)rutenio(II)

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About This Item

Fórmula empírica (notación de Hill):
C46H65Cl2N2PRu
Número de CAS:
Peso molecular:
848.97
Número MDL:
Código UNSPSC:
12352302
ID de la sustancia en PubChem:
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nivel de calidad

Formulario

solid

idoneidad de la reacción

core: ruthenium
reagent type: catalyst
reaction type: Ring-Opening Polymerization

mp

143.5-148.5 °C

temp. de almacenamiento

2-8°C

cadena SMILES

CC1=CC(C)=CC(C)=C1N2CCN(C3=C(C)C=C(C)C=C3C)C2=[Ru](Cl)(Cl)=CC4=CC=CC=C4.P(C5CCCCC5)(C6CCCCC6)C7CCCCC7

InChI

1S/C21H26N2.C18H33P.C7H6.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-7-5-3-2-4-6-7;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2

Clave InChI

FCDPQMAOJARMTG-UHFFFAOYSA-L

Aplicación

El catalizador Grubbs Catalyst® M204 puede utilizarse como catalizador para la metátesis de cierre de anillo RCM), la metátesis cruzada y la polimerización mediante metátesis de apertura de anillo (ROMP).[1][2][3] También se utiliza para sintetizar olefinas trisustituidas con excelente tolerancia y selectividad de grupo funcional a través de reacciones de metátesis cruzada y de cierre de anillo.[4][5]
También puede utilizarse como catalizador:

  • Para sintetizar cumarinas a partir de compuestos fenólicos a través de RCM.[1]
  • Para escindir los (E)-alilo vic-dioles secundarios en aldehídos.[6]
Para usos a pequeña escala y de alto rendimiento, el producto también está disponible como ChemBeads (919764)

Conozca más acerca de nuestros catalizadores de metátesis

Información legal

Producto de Umicore

Licencia de producto
Este producto, su fabricación o su utilización, están sujetos a una o más patentes de los Estados Unidos publicadas o pendientes (o equivalentes extranjeras) propiedad de o controladas por Umicore PMC. La adquisición de este producto a Umicore PMC. a través de Sigma-Aldrich, sus filiales o sus distribuidores autorizados aporta al comprador una licencia limitada, de una vez, no exclusiva, no transferible y no asignable. La utilización de este producto por el comprador puede infringir patentes propiedad de o controladas por terceras partes. Es responsabilidad exclusiva del comprador asegurar que su utilización del producto no infringe los derechos de patente de terceras partes ni excede el alcance de la licencia aquí otorgada.

Para cualquier otra información sobre el producto, consulte a su contacto local de Umicore PMC en http://www.pmc.umicore.com
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

Pictogramas

Flame

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Flam. Sol. 2

Código de clase de almacenamiento

4.1B - Flammable solid hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Certificados de análisis (COA)

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Visite la Librería de documentos

D L Wright et al.
Organic letters, 3(26), 4275-4277 (2002-01-11)
The ring-opening cross-metathesis of oxabicyclo[3.2.1]octene derivatives provides a convenient method for preparing differentially substituted 4-pyrones. The major competing reaction is the ring-opening metathesis polymerization of the bridged olefin. Studies on this reaction have shown that substituents on the bicyclic alkene
A modified three-field technique for breast treatment.
Svensson GK, et al.
International Journal of Radiation Oncology, Biology, Physics, 6(6), 689-694 (1980)
Highly selective cross-metathesis with phenyl vinyl sulphone using the `second generation?Grubbs? catalyst
Grela K and Bieniek M
Tetrahedron Letters, 42(36), 6425-6428 (2001)
Reversible inhibition/activation of olefin metathesis: a kinetic investigation of ROMP and RCM reactions with Grubbs' catalyst
P'Poo SJ and Schanz H-J
Journal of the American Chemical Society, 129(46), 14200-14212 (2007)
Synthesis of symmetrical trisubstituted olefins by cross metathesis
Chatterjee AK, et al.
Organic Letters, 4(11), 1939-1942 (2002)

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Protocolos

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Contenido relacionado

Research focuses on ruthenium alkylidene complexes for versatile olefin metatheses catalysis in the Grubbs group.

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Questions

1–8 of 8 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

      Helpful?

  3. What benefits does Product 569747, Grubbs Catalyst, 2nd Generation, have over other olefin metathesis catalysts?

    1 answer
    1. Grubbs' Catalysts are extraordinarily versatile.  They tolerate other functional groups in the alkene and are compatible with a wide range of solvents.

      Helpful?

  4. Is it necessary to handle Product 569747, Grubbs Catalyst, 2nd Generation, under inert atmosphere?

    1 answer
    1. The Grubbs Catalyst is air sensitive.  Therefore, we do recommend to handle and store under nitrogen atmosphere.

      Helpful?

  5. What types of reactions is Product 569747, Grubbs Catalyst, 2nd Generation, used in?

    1 answer
    1. It is often used in organic synthesis to achieve olefin cross-metathesis, ring-opening metathesis polymerization (ROMP), and ring-closing metathesis.

      Helpful?

  6. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  7. What is the difference between the First and Second Generation Grubbs Catalyst?

    1 answer
    1. The Second Generation Catalyst has the same uses in organic synthesis as the First Generation Catalyst, but it has a higher activity.

      Helpful?

  8. How do I order larger quantities of Product 569747, Grubbs Catalyst, 2nd Generation?

    1 answer
    1. Commercial quantities are available directly from Materia.  Their phone number is 626-584-8400, or their e-mail address is [email protected].

      Helpful?

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