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936685

Sigma-Aldrich

Grubbs Catalyst® M102 ChemBeads

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Synonym(s):

Grubbs Catalyst® M102, Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium, Bis(tricyclohexylphosphine)benzylidine ruthenium(IV) dichloride ChemBeads, Dichloro(benzylidene)bis(tricyclohexylphosphine)ruthenium(II) ChemBeads, Grubbs Catalyst® 1st Generation ChemBeads, Grubbs Catalyst® M1a (C823) ChemBeads

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About This Item

Empirical Formula (Hill Notation):
C43H72Cl2P2Ru
CAS Number:
Molecular Weight:
822.96
UNSPSC Code:
12352103

form

solid ()

Quality Level

composition

4-6 wt% loading of catalyst

reaction suitability

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

mp

153 °C (dec.)

SMILES string

Cl[Ru]([P](C1CCCCC1)(C2CCCCC2)C3CCCCC3)([P](C4CCCCC4)(C5CCCCC5)C6CCCCC6)(Cl)=CC7=CC=CC=C7
C[Ph].P(C1CCCCC1)(C2CCCCC2)C3CCCCC3.P(C4CCCCC4)(C5CCCCC5)C6CCCCC6.Cl.Cl.[Ru]

InChI

1S/2C18H33P.C7H6.2ClH.Ru/c2*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;;;/h2*16-18H,1-15H2;1-6H;2*1H;

InChI key

AULHKSXXVKDNBT-UHFFFAOYSA-N

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General description

ChemBeads glass beads coated with Grubbs Catalyst® M102.

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.
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.
For larger scale uses, product also available in powdered form (579726)

Legal Information

Grubbs Catalyst 7578
Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG

related product

Pictograms

Flame

Signal Word

Warning

Hazard Statements

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


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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
Dongwon Lee et al.
International journal of nanomedicine, 3(4), 471-476 (2008-01-01)
The overproduction of hydrogen peroxide is implicated in the progress of numerous life-threatening diseases and there is a great need for the development of contrast agents that can detect hydrogen peroxide in vivo. In this communication, we present a new

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