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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:
246047-72-3
Peso molecular:
848.97
MDL number:
MFCD03453237
UNSPSC Code:
12352302
PubChem Substance ID:
329758255
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

100

form

solid

reaction suitability

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

mp

143.5-148.5 °C

storage temp.

2-8°C

SMILES string

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

InChI key

FCDPQMAOJARMTG-UHFFFAOYSA-L

Application

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

Other Notes

Catalizador de Grubbs® Tecnología para metátesis de olefinas por Aldrich
Catalizador 569755 Hoveyda-Grubbs® Segunda generación

Legal Information

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

related product

Referencia del producto
Descripción
Precios

pictograms

Flame
GHS02

signalword

Warning

hcodes

H228

Hazard Classifications

Flam. Sol. 2

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000413686
0000413686
0000413687
0000413687
MKCX2670

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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)
Synthesis of coumarins by ring-closing metathesis using Grubbs? catalyst
Van Tuyen N, et al.
Tetrahedron Letters, 44(22), 4199-4201 (2003)
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)
Novel cleavage of (E)-allyl vic-diols to aldehydes using the 2nd-generation Grubbs catalyst
H Chunguang and U Daisuke
Tetrahedron Letters, 49(49), 6988-6990 (2008)
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Contenido relacionado

Grubbs Group – Prof. Product Portal

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

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  3. 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].

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  4. 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?

  5. 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.

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  6. 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.

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  7. 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?

  8. 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.

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