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Sigma-Aldrich

Grubbs Catalyst® M102

Umicore, 97%

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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)
Empirical Formula (Hill Notation):
C43H72Cl2P2Ru
CAS Number:
172222-30-9
Molecular Weight:
822.96
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

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Charvet, R.: Novak, B. M.
Macromolecules, 34, 7680-7680 (2001)
Brzezinska, K.; Wolfe, P. S.
Macromolecular Chemistry and Physics, 197, 2065-2065 (1996)
Michaut, M.; Parrain, J.-L.; Santelli, M.
Chemical Communications (Cambridge, England), 2567-2567 (1998)
Brummer, O.; Ruckert, a.; Blechert, S.
Chemistry (Weinheim An Der Bergstrasse, Germany), 3, 441-441 (1997)
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
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Articles

Hydrosilylation Catalyst

This robust protocol for hydrosilylation of terminal acetylenes to give α-vinylsilanes using [Cp*Ru(MeCN)3]PF6, as well as a number of other catalysts for hydrosilylation, comes from the Trost group at Stanford University.

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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.

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