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246047-72-3

Basic Information
CAS No.: 246047-72-3
Name: GRUBBS CATALYST 2ND GENERATION
Article Data: 15
Molecular Structure:
Molecular Structure of 246047-72-3 (GRUBBS CATALYST 2ND GENERATION)
Formula: C46H65Cl2N2PRu
Molecular Weight: 849.993
Synonyms: (1,3-Dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)benzylideneruthenium dichloride;(1,3-Dimesitylimidazolin-2-ylidene)(tricyclohexylphosphine)rutheniumdichloride;Benzylidene(1,3-dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)rutheniumdichloride;Benzylidenedichloro(1,3-dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)ruthenium;Grubbs Catalyst 2nd. generation;Grubbs II catalyst;Grubbs-Herrmann catalyst;Grubbs'Ru-dihydroimidazolylidene catalyst;Second generation Grubbs catalyst;[1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium;
EINECS: 688-322-3
Melting Point: 143.5-148.5 °C(lit.)
Appearance: pink-brown to red-purple crystals or powder
Hazard Symbols: F
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 20.07000
LogP: 13.86190
Synthetic route

Grubbs catalyst first generation

173035-11-5

1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; Glovebox;94%
782479-45-2

1,3-di(2,4,6-trimethylphenyl)-2-(pentafluorophenyl)-2,4,5-trihydroimidazole

Grubbs catalyst first generation

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In toluene mixt. of Ru complex and imidazolidine in toluene was heated at 60°C for 4 h;91%

Grubbs catalyst first generation

260054-47-5

1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In toluene mixt. of Ru complex and imidazolidine in toluene was heated at 60°C for 4 h;87%
In toluene byproducts: PCy3, CHCl3; (N2); using Schlenk techniques; mixing of (Mes2C3N2H5)(CCl3) and (PCy3)2Cl2Ru(CHPh) in toluene; heating at 60°C for 90 min; cooling to room temp., removal of solvent under vac., washing with methanol and pentane, drying under vac. for 12 h;84%

RuCl2(sIMes)(CHPh)(pyridine)2

58656-04-5

tris(cyclohexyl)phosphonium tetrafluoroborate

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In toluene byproducts: pyridinium tetrafluoroborate, pyridine; 1.1 equiv. of phosphonium salt; passage through silica plug;80%

Grubbs catalyst first generation

173035-10-4

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
With KO(C(CH3)3) In hexane byproducts: KCl, C(CH3)3OH, PCy3; using Schlenk techniques; mixing of (Mes2C3N2H5)(Cl), KO(t-Bu) and (PCy3)2Cl2Ru(CHPh) in anhyd. hexane; degassing of soln. by pulling vac. for afew minutes, heating at 60°C for 24 h in vac. with very vigorous stirring; cooling to room temp., opening the flask to air, addn. of 1:1 2-propanol:water; stirring in air for 30 min, filtration, washing with 2-propanol:water and with hexane, drying under vac. overnight, elem. anal.;75%
With potassium tert-butylate In hexane at 60℃; for 24h; Schlenk technique;75%
With KOC(CH3)3 In toluene mixing N compd., Ru complex, K compd. in toluene at 50°C;

Grubbs catalyst first generation

N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
Stage #1: N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere;
Stage #2: Grubbs catalyst first generation In benzene at 80℃; for 1.5h; Schlenk technique; Inert atmosphere;
56%
With KO(C(CH3)3) In benzene byproducts: KBF4, C(CH3)3OH, PCy3; (N2); using Schlenk techniques; mixing of (Mes2C3N2H5)(BF4), KO(t-Bu) and THF; stirring for 1 h; addn. of (PCy3)2Cl2Ru(CHPh) in benzene; heatingat 80°C for 30 min; removal of volatiles under vac., suspending in benzene, filtration over Celite, concn., addn. of methanol, pptn., washing with methanol, pentaneand then drying under vac.;45%

RuCl2(sIMes)(CHPh)(pyridine)2

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
With C5((2)H)5N In not given under Ar or N2; Ru complex reacts instantaneously with the phosphine; addn. of an excess of C5((2)H)5N leads to a formation of the bis(pyridine-d5) complex; evapn. of volatiles in vac. leads to a reformation of the phosphine complex;

Grubbs catalyst first generation

bis[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)ruthenium(II)

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In benzene-d6 (N2); using Schlenk techniques; charging of NMR tube with Ru(CHPh)Cl2(C3N2H4Mes2)2, (PCy3)2(Cl)2Ru(CHPh) (1 equiv.) and C6D6; heating at 70°C for 47 h; monitoring by NMR;

bis[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)ruthenium(II)

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In benzene-d6 (N2); using Schlenk techniques; charging of NMR tube with Ru(CHPh)Cl2(C3N2H4Mes2)2, PCy3 (excess) and C6D6; heating at 80°C for 36 h; monitoring by NMR;

[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II)

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In tetrahydrofuran excess styrene;0%
In toluene excess styrene;0%
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    GRUBBS CATALYST 2ND GENERATION

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    GRUBBS CATALYST 2ND GENERATION Basic information Product Name: GRUBBS CATALYST 2ND GENERATION Synonyms: 1,3-Bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)(dichlorophenylmethylene)(tricyclohexylphosphine)ruthenium, Benzylidene[1,3-bis(2,4,

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  • Grubbs Catalyst 2nd Generation CAS NO.246047-72-3 CAS NO.246047-72-3

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    Grubbs Catalyst 2nd Generation CAS NO.246047-72-3 CAS NO.246047-72-3

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  • Grubbs Catalyst 2nd Generation CAS NO.246047-72-3 CAS NO.246047-72-3  CAS NO.246047-72-3

  • Casno:

    246047-72-3

    Grubbs Catalyst 2nd Generation CAS NO.246047-72-3 CAS NO.246047-72-3 CAS NO.246047-72-3

    Min.Order: 1 Metric Ton

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Specification

The CAS register number of Grubbs Catalyst 2nd Generation is 246047-72-3. It also can be called as 1,3-Bis(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)(dichlorophenylmethylene)(tricyclohexylphosphine)ruthenium and the IUPAC name about this chemical is benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium; tricyclohexylphosphanium. The molecular formula about this chemical is C46H65Cl2N2PRu and the molecular weight is 848.97.

Physical properties about Grubbs Catalyst 2nd Generation are: (1)#H bond acceptors: 2; (2)#Freely Rotating Bonds: 6; (3)Polar Surface Area: 16.29Å2; (4)H-Bond Acceptor: 2; (5)Rotatable Bond Count: 6; (6)Exact Mass: 849.338417; (7)MonoIsotopic Mass: 849.338417; (8)Topological Polar Surface Area: 6.5; (9)Heavy Atom Count: 52; (10)Formal Charge: 1; (11)Complexity: 1090; (12)Covalently-Bonded Unit Count: 2.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1cc(c(c(c1)C)N2CCN(C2=[Ru](=Cc3ccccc3)(=P(C4CCCCC4)(C5CCCCC5)C6CCCCC6)(Cl)Cl)c7c(cc(cc7C)C)C)C
(2)InChI: InChI=1/C21H26N2.C18H33P.C7H6.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;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;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2/rC46H65Cl2N2PRu/c1-34-29-36(3)44(37(4)30-34)49-27-28-50(45-38(5)31-35(2)32-39(45)6)46(49)52(47,48,33-40-19-11-7-12-20-40)51(41-21-13-8-14-22-41,42-23-15-9-16-24-42)43-25-17-10-18-26-43/h7,11-12,19-20,29-33,41-43H,8-10,13-18,21-28H2,1-6H3
(3)InChIKey: FCDPQMAOJARMTG-IPDLWRNEA
(4)Std. InChI: InChI=1S/C21H26N2.C18H33P.C7H6.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;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;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2
(5)Std. InChIKey: FCDPQMAOJARMTG-UHFFFAOYSA-L