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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
Molecular Weight:
848.98
MDL Number:
MFCD03453237
MOL File:
246047-72-3.mol
Last updated:2024-04-28 19:50:54

GRUBBS CATALYST 2ND GENERATION Properties

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
FDA UNII 6DHB6F3EXA
EPA Substance Registry System Ruthenium, [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-, (SP-5-41)- (246047-72-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H228
Precautionary statements  P210-P240-P241-P280-P370+P378
Hazard Codes  F
Risk Statements  36/37/38-11
Safety Statements  26-36/37/39
RIDADR  1325
WGK Germany  3
10-23
HazardClass  4.1
PackingGroup 

GRUBBS CATALYST 2ND GENERATION price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 919764 Grubbs Catalyst® M204 ChemBeads 246047-72-3 250MG $124 2024-03-01 Buy
Sigma-Aldrich 919764 Grubbs Catalyst® M204 ChemBeads 246047-72-3 1G $311 2024-03-01 Buy
Sigma-Aldrich 569747 Grubbs Catalyst, 2nd Generation 246047-72-3 2g $599 2024-03-01 Buy
Sigma-Aldrich 569747 Grubbs Catalyst, 2nd Generation 246047-72-3 10g $2600 2024-03-01 Buy
Sigma-Aldrich 569747 Grubbs Catalyst, 2nd Generation 246047-72-3 100mg $49.4 2024-03-01 Buy
Product number Packaging Price Buy
919764 250MG $124 Buy
919764 1G $311 Buy
569747 2g $599 Buy
569747 10g $2600 Buy
569747 100mg $49.4 Buy

GRUBBS CATALYST 2ND GENERATION Chemical Properties,Uses,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

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.

Uses

suzuki reaction

88-05-1
246047-72-3
Synthesis of GRUBBS CATALYST 2ND GENERATION from 2,4,6-Trimethylaniline

GRUBBS CATALYST 2ND GENERATION Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 288)Suppliers
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WinWin Chemical CO., Limited
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ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32686 60

View Lastest Price from GRUBBS CATALYST 2ND GENERATION manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Grubbs Catalyst 2nd Generation pictures 2024-05-10 Grubbs Catalyst 2nd Generation
246047-72-3
US $0.00 / KG 1KG ≥99% 100mt/year Jinan Finer Chemical Co., Ltd
GRUBBS CATALYST 2ND GENERATION pictures 2024-04-28 GRUBBS CATALYST 2ND GENERATION
246047-72-3
US $10.00-2.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Grubbs catalyst 2nd generation pictures 2024-02-23 Grubbs catalyst 2nd generation
246047-72-3
US $132.00-459.00 / g 5g 0.98 10kg Shanghai UCHEM Inc.
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)- 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 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 Grubbs2ndgenerationcatalyst [1,3-bis(2,4,6-triMethylphenyl)iMidazolidin-2-ylidene](phenylMethylidene)(tricyclohexyl-$l^{5}-phosphanyl)rutheniuMbis(yliuM) dichloride Grubbs Catalyst 2nd Generation Grubbs Grubb's II Catalyst Grubbs (2nd generation) Grubbs Catalyst, 2nd Generation Grubb's second generation catalyst GRUBBS CATALYST 2ND GENERATION (SP-5-41)-[1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium Grubbs Catalyst(TM) 2nd Generation 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* Grubbs Gen 2nd Benzylidene(dichloro)(1,3-diMesityl-2-iMidazolidinylidene)rutheniuM - tricyclohexylphosphine (1:1) Grubbs catalyst II GRUBBS II (1,3-DiMesityliMidazolin-2-ylidene)(tricyclohexylphosphine)rutheniuM dichloride 2nd generation Grubbs catalyst (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 2nd (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