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919764

Sigma-Aldrich

Grubbs Catalyst® M204 ChemBeads

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
UNSPSC Code:
12352103
NACRES:
NA.22

form

solid

Quality Level

composition

~ 4 wt.% loading of catalyst

reaction suitability

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

storage temp.

2-8°C

SMILES string

CC1=CC(C)=CC(C)=C1N(CCN2C3=C(C=C(C=C3C)C)C)[C-2]2=[Ru+6](P(C4CCCCC4)(C5CCCCC5)C6CCCCC6)([Cl-])([Cl-])=[C-2]C7=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.

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
Learn more about ChemBeads products

For larger scale uses, product is also available in powdered form (569747)

Legal Information

Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

pictograms

FlameHealth hazard

signalword

Danger

Hazard Classifications

Carc. 1B Inhalation - 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


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Articles

ChemBeads, catalyst-coated glass beads, offer a simple and cost-efficient solution for dispensing miniscule amounts of solid chemical reagents for nanomole-scale use in high-throughput reaction screening.

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