Quality Level
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
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.
Learn more about our metathesis catalysts
Other Notes
Legal Information
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
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 2
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
Certificates of Analysis (COA)
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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.
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Articles
TPGS-750-M, a second generation surfactant, is useful for room temperature, palladium and ruthenium-catalyzed reactions in water. Reactions include the Heck reaction, Suzuki-Miyaura reaction, Sonogashira reaction, Buchwald-Hartwig amination reaction, Negishi reaction, and olefin metathesis.
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