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GRUBBS CATALYST 2ND GENERATION

Description Reference
Product Name
GRUBBS CATALYST 2ND GENERATION
CAS No.
246047-72-3
Chemical Name
GRUBBS CATALYST 2ND GENERATION
Synonyms
GRUBBS II;Grubbs 2nd;Grubbs catalyst II;Grubbs Gen 2nd;2nd generation Grubbs catalyst;(1,3-DiMesityliMidazolin-2-ylidene)(tricyclohexylphosphine)rutheniuM dichloride;Benzylidene(dichloro)(1,3-diMesityl-2-iMidazolidinylidene)rutheniuM - tricyclohexylphosphine (1:1);benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium,tricyclohexylphosphane;(1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium;Grubbs G2
CBNumber
CB4322469
Molecular Formula
C46H65Cl2N2PRu
Formula Weight
848.98
MOL File
246047-72-3.mol
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GRUBBS CATALYST 2ND GENERATION Property

Melting point:
143.5-148.5 °C(lit.)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly, Heated)
form 
Solid
color 
Brown to Very Dark Brown to Very Dark Red
InChIKey
FCDPQMAOJARMTG-UHFFFAOYSA-L
EPA Substance Registry System
Ruthenium, [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-, (SP-5-41)- (246047-72-3)
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Safety

Hazard Codes 
F
Risk Statements 
36/37/38-11
Safety Statements 
26-36/37/39
RIDADR 
1325
WGK Germany 
3
F 
10-23
HazardClass 
4.1
PackingGroup 
Ⅱ
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H228Flammable solid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
919764
Product name
Grubbs Catalyst® M204 ChemBeads
Packaging
250MG
Price
$124
Updated
2024/03/01
Sigma-Aldrich
Product number
919764
Product name
Grubbs Catalyst® M204 ChemBeads
Packaging
1G
Price
$311
Updated
2024/03/01
Sigma-Aldrich
Product number
569747
Product name
Grubbs Catalyst, 2nd Generation
Packaging
2g
Price
$599
Updated
2024/03/01
Sigma-Aldrich
Product number
569747
Product name
Grubbs Catalyst, 2nd Generation
Packaging
10g
Price
$2600
Updated
2024/03/01
Sigma-Aldrich
Product number
569747
Product name
Grubbs Catalyst, 2nd Generation
Packaging
100mg
Price
$49.4
Updated
2024/03/01
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GRUBBS CATALYST 2ND GENERATION Chemical Properties,Usage,Production

Description

Grubbs catalysts are a series of transition metal carbene complexes used as catalyst for olefin metathesis.1 The Grubbs catalysts are based on a ruthenium atom surrounded by five ligands: two neutral electron-donating entities (e.g., trialkylphosphines, N-heterocyclic carbenes), two monoanionic groups (e.g., halides), and one alkylidene moiety (e.g., unsubstituted and substituted methylidenes). L2X2Ru=CHR complexes (where L is a phosphine ligand) were discovered first and are referred to as the first-generation Grubbs catalyst. (L)(L’)X2Ru=CHR complexes (where L is a phosphine ligand and L’ a saturated N-heterocyclic carbene or NHC ligand) are referred to as the second-generation Grubbs catalysts.
The first-generation Grubbs catalysts show attractive functional-group tolerance and handling properties and have been widely used as highly efficient promoters for ring opening metathesis polymerizations, ring-closing metathesis reactions to make disubstituted olefins, ethenolysis (i.e., cleavage of the carbon–carbon double bond), cross-metathesis of terminal olefins, and the preparation of 1,3-dienes via enyne metathesis. These catalysts and analogues are still widely used in important processes, including the ethenolysis of feedstocks derived from bio-renewable seed oils and the manufacture of macrocyclic hepatitis C therapeutics. Nevertheless, the first-generation Grubbs catalysts show limitations with electron-poor and electron-rich double bonds as well as with sterically hindered systems. The second-generation Grubbs catalysts with excellent metathesis activity while retaining the handling characteristics and broad functional-group tolerance of the earlier Grubbs catalysts are thereby developed. At the same time, the second-generation catalysts are stable against moisture and air.

Reference

M. L. Crawley, B. M. Trost, Applications of Transition Metal Catalysis in Drug Discovery and Development, 2012, ISBN 978-0-470-63132-4

Chemical Properties

pink-brown to red-purple crystals or powder

Characteristics

Grubbs catalyst is a kind of coordination compound used in olefin metathesis reaction, and the ligand in it has a great influence on the catalytic performance and stability of the catalyst. Grubbs second-generation catalysts are more active than first-generation catalysts and have a wider substrate range, including sterically demanding or deactivated olefins such as 1,1-disubstituted olefins and α,β-non- Saturated carbonyl compounds.

Uses

suzuki reaction

Uses

Grubbs Catalyst? M204 can be used as a catalyst for ring-closing metathesis (RCM), cross-metathesis, and ring-opening metathesis polymerization (ROMP). It is also used to synthesize trisubstituted olefins with excellent functional group tolerance and selectivity via cross-metathesis and ring closing metathesis reactions.
It can also be used as a catalyst:

  • To synthesize coumarins from phenolic compounds via RCM.
  • To cleave secondary (E)-allyl vic-diols to aldehydes.

GRUBBS CATALYST 2ND GENERATION Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from GRUBBS CATALYST 2ND GENERATION manufacturers

Henan Fengda Chemical Co., Ltd
Product
GRUBBS CATALYST 2ND GENERATION 246047-72-3
Price
US $10.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-28
Shanghai UCHEM Inc.
Product
Grubbs catalyst 2nd generation 246047-72-3
Price
US $132.00-459.00/g
Min. Order
5g
Purity
0.98
Supply Ability
10kg
Release date
2023-12-13
henan kanbei chemical co.,ltd
Product
GRUBBS CATALYST 2ND GENERATION 246047-72-3
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2022-09-23

246047-72-3, GRUBBS CATALYST 2ND GENERATIONRelated Search:

1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE Hoveyda-Grubbs Catalyst 2nd Generation Dichloro(p-cymene)ruthenium(II) dimer Rhodium(II) acetate dimer Ruthenium(II) chloride mesitylene dimer Tris(triphenylphosphine)rhodiu Rhodium(III) 2,4-pentanedionate Bis(tricyclohexylphosphine)nickel(II) chloride, 99% Ruthenium(III) chloride hydrate (1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE DICHLORO-[1,3-BIS(DIISOPROPYLPHENYL)IMIDAZOLYLIDENE]-(3-CHLOROPYRIDYL)PALLADIUM(II) Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](benzylidene)bis(3-bromopyridine)ruthenium(II) DICHLORO(O-ISOPROPOXYPHENYLMETHYLENE)(TRICYCLOHEXYLPHOSPHINE)RUTHENIUM(II) Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium Ruthenium Tricyclohexyl phosphine GRUBBS CATALYST 2ND GENERATION Tricyclohexylphosphine[3-phenyl-1H-inden-1-ylidene][1,3-bis(2,4,6-triMethylphenyl)-4,5-dihydroiMidazol-2-ylidene]rutheniuM(II)

  • 1,3-Bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)(dichlorophenylmethylene)(tricyclohexylphosphine)ruthenium, Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium, (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium
  • (1,3-BIS-(2,4,6-TRIMETHYLPHENYL)-2-IMIDAZOLIDINYLIDENE)DICHLORO(PHENYLMETHYLENE)(TRICYCLOHEXYLPHOSPHINE)RUTHENIUM
  • RUTHENIUM,[1,3-BIS-(2,4,6-TRIMETHYLPHENYL)-2-IMIDAZOLIDINYLIDENE]DICHLORO (PHENYLMETHYLENE) (TRICYCLOHEXYLPHOSPHINE)
  • Grubbs Catalyst, 2nd
  • RutheniuM,[1,3-bis(2,4,6-triMethylphenyl)-2-iMidazolidinylidene]dichloro(phenylMethylene)(tricyclohexylphosphine)-,(SP-5-41)-
  • Grubbs Gen 2nd
  • Catalyst, 2nd Generation
  • Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]rut
  • Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidine]Ruthenium(IV)dichloride
  • BENZYLIDENE[1,3-DIMESITYL-2-IMIDAZOL.]-C L2-(TRI-CHEX-P)-RU
  • Tricyclohexylphosphine1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-yli
  • GRUBBS CATALYST,2 ND GEN
  • Benzylidene(dichloro)(1,3-diMesityl-2-iMidazolidinylidene)rutheniuM - tricyclohexylphosphine (1:1)
  • (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium
  • (SP-5-41)-[1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium
  • benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium,tricyclohexylphosphane
  • Grubbs catalyst II
  • Grubbs Catalyst, 2nd Generation≥ 98% (NMR)
  • (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium [1
  • Grubb's second generation catalyst,97%
  • Grubbs Catalyst 2nd Generation,97+%
  • Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene] dichloro(tricyclohexyl-phosphine) ruthenium
  • (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium ,97%
  • (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium ,95%
  • Grubbs Catalyst, 2nd Generation,(1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, 1,3-Bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene
  • 1,3-Bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)(dichlorophenylmethylene)(tricyclohexylphosphine)ruthenium, Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium
  • GRUBBS II
  • Grubbs2ndgenerationcatalyst
  • (1,3-DiMesityliMidazolin-2-ylidene)(tricyclohexylphosphine)rutheniuM dichloride
  • [1,3-bis(2,4,6-triMethylphenyl)iMidazolidin-2-ylidene](phenylMethylidene)(tricyclohexyl-$l^{5}-phosphanyl)rutheniuMbis(yliuM) dichloride
  • Grubbs Catalyst 2nd Generation Grubbs
  • 2nd generation Grubbs catalyst
  • Grubb's II Catalyst
  • Grubbs (2nd generation)
  • Grubbs Catalyst, 2<SUP>nd</SUP> Generation
  • Grubb's second generation catalyst
  • GRUBBS CATALYST 2ND GENERATION
  • Grubbs Catalyst(TM) 2nd Generation
  • Grubbs 2nd
  • 1,3-Bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)(dichlorophenyl -methylene)(tricyclohexylphosphine)ruthenium (II)
  • Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-di...
  • Oxychlorination of Ethylene with Copper Chloride Catalyst*
  • (1,3-Dimesitylimidazolin-2-ylidene)
  • Grubbs G2
  • [1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]-dichloro(benzylidene)(tricyclohexylphosphine)ruthenium(II)
  • Grubbs Catalyst??M204
  • Validamine Impurity 3
  • [1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]-dic
  • Grubb's Catalyst 2nd Generation
  • 246047-72-3
  • C46H65Cl2N2PRu
  • Catalysis and Inorganic Chemistry
  • Metathesis Catalysts
  • Ru