Synthesis
ChemicalBook > CAS DataBase List > Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium

Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium

Synthesis
Product Name
Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium
CAS No.
172222-30-9
Chemical Name
Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium
Synonyms
Grubbs;GRUBBS CATALYST;Grubbs 1st;Grubbs Gen.1;Bis(tricyclohexylphosphine)benzylidine ruthenium (IV) dichloride;Grubbs I;ororuthenium;phosphine)dichL;GRUBB'S CATALYST;idene-bis(tricycL
CBNumber
CB0296067
Molecular Formula
C43H73Cl2P2Ru
Formula Weight
823.96
MOL File
172222-30-9.mol
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Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium Property

Melting point:
153 °C (dec.)(lit.)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Dichloromethane (Sparingly)
form 
solid
color 
Purple
Merck 
13,4565
InChI
InChI=1S/2C18H33P.C7H5.2ClH.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;2-6H;2*1H;/q;;-2;;;+2
InChIKey
PNPBGYBHLCEVMK-UHFFFAOYSA-L
SMILES
[Ru+4]([Cl-])([Cl-])(=[C-2]C1C=CC=CC=1)(P(C1CCCCC1)(C1CCCCC1)C1CCCCC1)P(C1CCCCC1)(C1CCCCC1)C1CCCCC1
CAS DataBase Reference
172222-30-9
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Safety

Hazard Codes 
Xi,F
Risk Statements 
36/37/38-11
Safety Statements 
26-36
RIDADR 
1325
WGK Germany 
3
10-23
HazardClass 
4.1
PackingGroup 
HS Code 
28439000
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
579726
Product name
Grubbs Catalyst, 1st Generation
Purity
97%
Packaging
1g
Price
$133
Updated
2024/03/01
Sigma-Aldrich
Product number
579726
Product name
Grubbs Catalyst, 1st Generation
Purity
97%
Packaging
5g
Price
$434
Updated
2024/03/01
Strem Chemicals
Product number
44-0944
Product name
Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium, 97% [Grubbs Catalyst Gen. 1]
Packaging
1g
Price
$67
Updated
2024/03/01
Strem Chemicals
Product number
44-0944
Product name
Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium, 97% [Grubbs Catalyst Gen. 1]
Packaging
25g
Price
$1059
Updated
2024/03/01
Sigma-Aldrich
Product number
579726
Product name
Grubbs Catalyst, 1st Generation
Purity
97%
Packaging
50g
Price
$4200
Updated
2024/03/01
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Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium Chemical Properties,Usage,Production

Synthesis

Add 4.0 grams of dichlorotris(triphenylphosphine) ruthenium to the 250mL branch-necked bottle, feed nitrogen to replace the air in the branch-necked bottle, and inject 40mL into the branch-necked bottle through three times of liquid nitrogen freezing. Re-thaw the treated dichloromethane; place the side-necked flask in a cold bath at -78°C, and add a pentane solution of phenyldiazomethane with a mass concentration of -50°C of 98.5 mg/mL under stirring conditions 10 mL was mixed, and the phenyldiazomethane in the pentane solution of phenyldiazomethane was the phenyldiazomethane prepared above; the obtained mixture was stirred at -70 °C for 10 min, and then added 40 mL, -50 °C The mass concentration of 0.064 g/mL tricyclohexylphosphine in dichloromethane solution was carried out at 25 °C for 30 min. After the reaction, the obtained reaction solution was filtered to remove insolubles, the filtered reaction solution was concentrated to 10 mL and then filtered again, and 100 mL of methanol that had undergone three liquid nitrogen freeze-thaw treatments was added to the obtained filtered product for precipitation. , the obtained precipitate was first washed three times with methanol and then twice with acetone, and the washed precipitate was vacuum-dried for 3 hours to obtain 2.1 g of Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium.

Description

Phenylmethylenebis(tricyclohexylphosphorus)ruthenium dichloride is a ruthenium catalyst. Ruthenium catalysts are highly resistant to polar monomers, enabling the polymerization of many polar monomers to prepare cyclic olefin copolymers. Cyclic olefin copolymers can be widely used in the manufacture of various optical, information, electrical, and medical materials.

Chemical Properties

bright purple powder

Uses

suzuki reaction

Uses

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.

Uses

Catalysis of olefin metathesis including ring-closing of dienes, cross metathesis and ring-opening methathesis polymerizations (ROMP).

Application

Phenylmethylenebis(tricyclohexylphosphorus)ruthenium dichloride can be widely used in organic synthesis, the first metathesis catalyst; under a wide range of reaction conditions, it is effective for the ring-opening metathesis of strained cyclic olefins of terminal olefins Polymerization, cross-metathesis and ring-closure metathesis units of olefins and vinyl alcohol decomposition of internal olefins.

Purification Methods

Wash it repeatedly with Me2CO and MeOH and dry it in a vacuum. Alternatively dissolve it in CH2Cl2, concentrate it to half its volume, filter, add MeOH to precipitate it as purple microcrystals. Filter these off, wash several times with Me2CO and MeOH and dry them in a vacuum for several hours. [Scwab et al. J Am Chem Soc 118 100 1996, Miller et al. J Am Chem Soc 118 9606 1996, Furstner & Langermann J Am Chem Soc 119 9130 1997.] § A polymer supported version is available [Schwab et al. Angew Chem (Intl Edn) 34 2039 1995.].

Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium manufacturers

Shanghai UCHEM Inc.
Product
Benzylidenebis(tricyclohexylphosphine)dichloro ruthenium 172222-30-9
Price
US $116.00-407.00/g
Min. Order
5g
Purity
0.98
Supply Ability
25kg
Release date
2023-12-13
Weifang Wehibest Supply Chain Co.,Ltd
Product
First-generation Grubbs catalyst 172222-30-9
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
100kg
Release date
2023-08-11
henan kanbei chemical co.,ltd
Product
Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium 172222-30-9
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2022-09-23

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