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569747 Sigma-Aldrich

Grubbs Catalyst® M204


Synonym: (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)

  • CAS Number 246047-72-3

  • Empirical Formula (Hill Notation) C46H65Cl2N2PRu

  • Molecular Weight 848.97

  •  PubChem Substance ID 329758255

  •  NACRES NA.22



Related Categories Catalysis, Catalysis and Inorganic Chemistry, Catalysts for Polymerization, Chemical Synthesis, Development Quantities for Research,
Quality Level   100
reaction suitability   core: ruthenium
  reagent type: catalyst
reaction type: Ring-Opening Polymerization
mp   143.5-148.5 °C
storage temp.   2-8°C



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.


100, 500 mg in glass bottle

2, 10 g in glass bottle

Other Notes

Grubbs Catalyst® Technology for Olefin Metathesis by Aldrich

569755 Hoveyda-Grubbs Catalyst® 2nd Generation

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

Safety & Documentation

Safety Information

GHS02  GHS02
Signal word 
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
What benefits does Product 569747, Grubbs Catalyst, 2nd Generation, have over other olefin metathesis catalysts?
Grubbs' Catalysts are extraordinarily versatile. They tolerate other functional groups in the alkene and are compatible with a wide range of solvents.
What types of reactions is Product 569747, Grubbs Catalyst, 2nd Generation, used in?
It is often used in organic synthesis to achieve olefin cross-metathesis, ring-opening metathesis polymerization (ROMP), and ring-closing metathesis.
What is the difference between the First and Second Generation Grubbs Catalyst?
The Second Generation Catalyst has the same uses in organic synthesis as the First Generation Catalyst, but it has a higher activity.
How do I order larger quantities of Product 569747, Grubbs Catalyst, 2nd Generation?
Commercial quantities are available directly from Materia. Their phone number is 626-584-8400, or their e-mail address is info@materia-inc.com.
Is it necessary to handle Product 569747, Grubbs Catalyst, 2nd Generation, under inert atmosphere?
The Grubbs Catalyst is air sensitive. Therefore, we do recommend to handle and store under nitrogen atmosphere.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
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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Protocols & Articles


Enyne Metathesis

Enyne metathesis has emerged as a powerful method for the synthesis of conjugated dienes.1 Botta and coworkers utilized a similar approach, where the olefin was replaced with an enol ether. Reaction ...
William Sommer
Aldrich ChemFiles 2009, 9.6, 7.
Keywords: Chemfiles, Enyne metathesis, Metathesis, Microwave synthesis

Grubbs Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Grubbs Group - Professor Product Portal
Keywords: Catalysis, Cross metathesis, Dihydroxylations, Ligands, Metathesis, Nuclear magnetic resonance spectroscopy, Olefin metathesis, Pharmaceutical, Spectroscopy, transformation

Ring Closing Metathesis Reaction Screening Kit Materials

The screening sets come pre-loaded with 1 µmol of catalyst in each vial according to the following design.
Keywords: High performance liquid chromatography, Metathesis, Ring-closing metathesis

Ring-Closing Metathesis | Aldrich ChemFiles 2009, 9.6, 4.

Ring-closing metathesis has become an essential tool for C-C bond formation as demonstrated by the profound impact on total synthesis in recent years.1 The first examples date back to 1980 and involv...
William Sommer
Aldrich ChemFiles 2009, 9.6, 4.
Keywords: C-C bond formation, Cyclizations, Metathesis, Ring-closing metathesis

Synthesis of Furans

Donohoe and co-workers have developed several synthetic approaches to the synthesis of furans which incorporate RCM as a key step.1 In 2007, the researchers synthesized a series of di- and tri-substi...
William Sommer
Aldrich ChemFiles 2009,9.6, 5.
Keywords: Anti-inflammatory agents, Chemfiles


Olefin Metathesis Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, PAGE, Thin layer chromatography

Olefin Metathesis in Water at Room Temperature using TPGS-750-M - Precautions, Procedures

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography, Metathesis, Olefin metathesis

Procedures for Transition-Metal-Catalyzed Cross-Coupling Reactions

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Aminations, Buchwald-Hartwig amination, Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Evaporation, Flash chromatography, Heck Reaction, Ligands, Metathesis, Olefin metathesis

Related Content

Metathesis in Chemical Synthesis

Olefin metathesis is now a well-entrenched synthetic technique, and is a powerful method for the clean construction of innumerable classes of chemical architectures. The broadly accepted belief that ...
Keywords: Building blocks, Cross metathesis, Enyne metathesis, Exothermic, Isomerizations, Ligands, Living polymerization, Metathesis, Olefin metathesis, Organic synthesis, Polymerization reactions, Ring opening metathesis polymerisation, Ring-closing metathesis

Peer-Reviewed Papers


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