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Merck
CN

569747

Grubbs Catalyst® M204

solid, Umicore

Synonym(s):

(1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium, Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](benzylidene)(tricyclohexylphosphine)ruthenium(II), Grubbs Catalyst® 2nd Generation, Grubbs Catalyst® M2a (C848)

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About This Item

Empirical Formula (Hill Notation):
C46H65Cl2N2PRu
CAS Number:
Molecular Weight:
848.97
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
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Product Name

Grubbs Catalyst® M204, Umicore

product line

Grubbs Catalyst® M200 Series

form

solid

reaction suitability

core: ruthenium
reaction type: Olefin Metathesis, reagent type: catalyst
reaction type: Ring-Opening Polymerization

manufacturer/tradename

Umicore Grubbs Catalyst® M200 Series

mp

143.5-148.5 °C

storage temp.

2-8°C

SMILES string

CC(C=C(C)C=C1C)=C1N2CCN(C3=C(C)C=C(C)C=C3C)C2[Ru](P(C4CCCCC4)(C5CCCCC5)C6CCCCC6)(Cl)(Cl)=CC7=CC=CC=C7

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

Grubbs Catalyst® M204 can be used as a catalyst for ring-closing metathesis (RCM), cross-metathesis, and ring-opening metathesis polymerization (ROMP). It is also used to synthesize trisubstituted olefins with excellent functional group tolerance and selectivity via cross-metathesis and ring closing metathesis reactions.
It can also be used as a catalyst:

  • To synthesize coumarins from phenolic compounds via RCM.
  • To cleave secondary (E)-allyl vic-diols to aldehydes.
For small scale and high throughput uses, product is also available as ChemBeads (919764)

Learn more about our metathesis catalysts

Legal Information

Product of Umicore

Product License
This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.

For any further information on product please refer to your local Umicore PMC contact at http://www.pmc.umicore.com
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG


pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Sol. 2

Storage Class

4.1B - Flammable solid hazardous materials

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Protocols

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

Articles

Learn tips and tricks for how to properly use inhibitors including how to select the right inhibitor and how to plan experiments with inhibitors.

Effective in key synthesis reactions like Knoevenagel condensation, thalidomide synthesis, and Suzuki coupling for sustainable chemical transformations.

Related Content

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

The Olefin Application Metathesis Application Guide provides - The Key Features of Metathesis, General Reaction Procedures, Guidance for Choosing the Correct Metathesis Route, A Metathesis Quick Guide


A modified three-field technique for breast treatment.
Svensson GK, et al.
International Journal of Radiation Oncology, Biology, Physics, 6(6), 689-694 (1980)
Shawn J Stachel et al.
Journal of medicinal chemistry, 49(21), 6147-6150 (2006-10-13)
A macrocyclic inhibitor of beta-secretase was designed by covalently cross-linking the P1 and P3 side chains of an isophthalamide-based inhibitor. Macrocyclization resulted in significantly improved potency and physical properties when compared to the initial lead structures. More importantly, these macrocyclic
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)



Global Trade Item Number

SKUGTIN
569747-10G04061832597225
569747-100MG04061832597218
569747-25G04065270988423
569747-2G04061832597232
569747-500MG04061832597249