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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
10-23
HazardClass 
4.1
PackingGroup 
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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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GRUBBS CATALYST 2ND GENERATION Suppliers

Nanjin Cynthia chemicals Technology Co.,Ltd
Tel
0550-5618439 15951861180
Fax
0550-5610690
Email
cynthiachem@163.com
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China
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Shanghai CoachChem Co., Ltd.
Tel
021-67299971
Fax
021-67299972
Email
marketing@coachchem.com
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China
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85
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62
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
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China
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51471
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80
Shanghai Chino Pharmaceutical Technology Co., Ltd
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021-021-51557188 15901710861
Fax
QQ: 569058060
Email
sales@channelpharm.com
Country
China
ProdList
997
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58
Wuhan Huahan Dingcheng New Material Technology Co., Ltd
Tel
+86-027-81388558 18963961905
Email
huahandingcheng@sina.com
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China
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ChemicalRIM Co., Ltd
Tel
17828056498
Email
chemicalRIM@gmail.com
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China
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
ProdList
94838
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
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China
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40241
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ShangHai DEMO Chemical Co.,Ltd
Tel
400-021-7337 2355568890
Fax
0086-21-50182339
Email
sales@demochem.com
Country
China
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2572
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BeiJing Hwrk Chemicals Limted
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0757-86329057 18501085097
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010-89508210
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sales3.gd@hwrkchemical.com
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China
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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:


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  • C46H65Cl2N2PRu
  • Catalysis and Inorganic Chemistry
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