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579726

Sigma-Aldrich

Grubbs Catalyst® M102

Umicore, 97%

Synonym(s):

Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium, Bis(tricyclohexylphosphine)benzylidine ruthenium(IV) dichloride, Dichloro(benzylidene)bis(tricyclohexylphosphine)ruthenium(II), Grubbs Catalyst® 1st Generation, Grubbs Catalyst® M1a (C823)

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About This Item

Empirical Formula (Hill Notation):
C43H72Cl2P2Ru
CAS Number:
172222-30-9
Molecular Weight:
822.96
UNSPSC Code:
12161600
PubChem Substance ID:
24881009
NACRES:
NA.22

Quality Level

100

Assay

97%

reaction suitability

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

mp

153 °C (dec.)

storage temp.

2-8°C

SMILES string

C[Ph].P(C1CCCCC1)(C2CCCCC2)C3CCCCC3.P(C4CCCCC4)(C5CCCCC5)C6CCCCC6.Cl.Cl.[Ru]

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Application

First metathesis catalyst to be widely used in organic synthesis. Useful for acyclic diene metathesis polymerization (ADMET), Ring-Opening Metathesis Polymerization (ROMP) of strained cyclic olefins, ring opening metathesis (ROM), olefin cross metathesis (CM) and ring closing metathesis (RCM) of terminal olefins under a variety of reactions conditions.

Learn more about our metathesis catalysts

Other Notes

Grubbs Catalyst® Technology for Olefin Metathesis by Aldrich

Legal Information

Product of Umicore

Additional information available at http://www.pmc.umicore.com
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H228

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

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Charvet, R.: Novak, B. M.
Macromolecules, 34, 7680-7680 (2001)
Michaut, M.; Parrain, J.-L.; Santelli, M.
Chemical Communications (Cambridge, England), 2567-2567 (1998)
Brzezinska, K.; Wolfe, P. S.
Macromolecular Chemistry and Physics, 197, 2065-2065 (1996)
Thomas A. Kirkland et al.
The Journal of organic chemistry, 62(21), 7310-7318 (2001-10-24)
Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield tri- and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO(2)Me, and (t)()Bu
Brummer, O.; Ruckert, a.; Blechert, S.
Chemistry (Weinheim An Der Bergstrasse, Germany), 3, 441-441 (1997)
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Related Content

Metathesis

Olefin metathesis involves an organic reaction that redistributes fragments of alkenes (olefins) by cleavage and transformation of carbon-carbon double bonds.

Grubbs Group – Professor Product Portal

Research in the Grubbs group has centered on the development and application of a suite of highly active, selective, and bench stable ruthenium alkylidene complexes capable of catalyzing versatile olefin metatheses.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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