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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:
Molecular Weight:
822.96
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

signalword

Warning

hcodes

Hazard Classifications

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

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Brummer, O.; Ruckert, a.; Blechert, S.
Chemistry (Weinheim An Der Bergstrasse, Germany), 3, 441-441 (1997)
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)
Charvet, R.: Novak, B. M.
Macromolecules, 34, 7680-7680 (2001)
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

Articles

Trost group's protocol yields α-vinylsilanes from terminal acetylenes using [Cp*Ru(MeCN)3]PF6 catalyst and others for hydrosilylation.

Related Content

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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