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579726 Sigma-Aldrich

Grubbs Catalyst® M102

Umicore, 97%

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

  • CAS Number 172222-30-9

  • Empirical Formula (Hill Notation) C43H72Cl2P2Ru

  • Molecular Weight 822.96

  •  PubChem Substance ID 24881009

  •  NACRES NA.22

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Properties

Related Categories Catalysis, Catalysis and Inorganic Chemistry, Catalysts for Polymerization, Chemical Synthesis, Development Quantities for Research,
Quality Level   100
assay   97%
mp   153 °C (dec.)
reaction suitability   reagent type: catalyst
reaction type: Ring-Opening Polymerization
storage temp.   2-8°C
SMILES string   C[Ph].P(C1CCCCC1)(C2CCCCC2)C3CCCCC3.P(C4CCCCC4)(C5CCCCC5)C6CCCCC6.Cl.Cl.[Ru]

Description

Application

First metathesis catalyst to be widely used in organic synthesis. Useful in Ring-Opening Metathesis Polymerization (ROMP) of strained cyclic olefins, in Olefin cross metathesis (CM) and Ring closing metathesis (RCM) of terminal olefins under a variety of reactions conditions. Used to form stapled peptides.

Packaging

1, 5, 50 g in glass bottle

Other Notes

Grubbs Catalyst® Technology for Olefin Metathesis by Aldrich

Legal Information

Product of Umicore

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

Grubbs Catalyst is a registered trademark of Umicore

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Grubbs Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Grubbs Group - Professor Product Portal
Keywords: Catalysis, Cross metathesis, Dihydroxylations, Ligands, Metathesis, Nuclear magnetic resonance spectroscopy, Olefin metathesis, Pharmaceutical, Spectroscopy, transformation

Ring Closing Metathesis Reaction Screening Kit Materials

The screening sets come pre-loaded with 1 µmol of catalyst in each vial according to the following design.
Keywords: High performance liquid chromatography, Metathesis, Ring-closing metathesis

Ring-Closing Metathesis | Aldrich ChemFiles 2009, 9.6, 4.

Ring-closing metathesis has become an essential tool for C-C bond formation as demonstrated by the profound impact on total synthesis in recent years.1 The first examples date back to 1980 and involv...
William Sommer
Aldrich ChemFiles 2009, 9.6, 4.
Keywords: C-C bond formation, Cyclizations, Metathesis, Ring-closing metathesis

Synthesis of Glabrescol

In 2000, Corey and coworkers utilized cross metathesis to synthesize a series of stereoisomers of glabrescol.1 Glabrescol is the biosynthetic precursor to steroids and triterpenoids. Upon preparation...
William Sommer
Aldrich ChemFiles 2009, 9.6, 7.
Keywords: Chemfiles, Cross metathesis, Metathesis

Total Synthesis of Ingenol

In 2004, Wood and coworkers reported the synthesis of ingenol.1 This natural product has fascinated synthetic chemists for the past 20 years due to its promising biological activity and structure, wh...
William Sommer
Aldrich ChemFiles 2009,9.6, 4.
Keywords: Chemfiles, Cross metathesis, Metathesis, Polymerization reactions, Ring-closing metathesis

Related Content

Metathesis in Chemical Synthesis

Olefin metathesis is now a well-entrenched synthetic technique, and is a powerful method for the clean construction of innumerable classes of chemical architectures. The broadly accepted belief that ...
Keywords: Building blocks, Cross metathesis, Enyne metathesis, Exothermic, Isomerizations, Ligands, Living polymerization, Metathesis, Olefin metathesis, Organic synthesis, Polymerization reactions, Ring opening metathesis polymerisation, Ring-closing metathesis

Peer-Reviewed Papers
15

References

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