Grubbs catalyst 2nd generation

• CAS: 246047-72-3
• Catalog Number: ACM246047723-2
• Category: Polymer/Macromolecule
• Molecular Weight: 848.97
• Molecular Formula: C46H65Cl2N2PRu
• Synonyms: Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidine]Ruthenium(IV)dichloride
• IUPAC Name: benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium;tricyclohexylphosphane
• Canonical SMILES: CC1=CC(=C(C(=C1)C)N2CCN(C2=[Ru](=CC3=CC=CC=C3)(Cl)Cl)C4=C(C=C(C=C4C)C)C)C.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3
• 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
• InChI Key: FCDPQMAOJARMTG-UHFFFAOYSA-L
• Melting Point: 143-148 °C
• Appearance: Powder
• Complexity: 927
• Covalently-Bonded Unit Count: 2
• Defined Atom Stereocenter Count: 0
• Exact Mass: 848.330583
• Hazard Statements: H228
• Heavy Atom Count: 52
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 0
• MDL Number: MFCD03453237
• Monoisotopic Mass: 848.330583
• Rotatable Bond Count: 6
• Safety Description: Warning
• Symbol: GHS02
• Topological Polar Surface Area: 6.5 Ų
• UN Number: UN 1325 4.1 / PGII

Custom Q&A

What is the chemical formula of Grubbs catalyst 2nd generation?

The chemical formula of Grubbs catalyst 2nd generation is MF:C46H65Cl2N2PRu.

What is the melting point of Grubbs catalyst 2nd generation?

The melting point of Grubbs catalyst 2nd generation is 143.5-148.5 °C.

What are the synonyms of Grubbs catalyst 2nd generation?

Some synonyms of Grubbs catalyst 2nd generation include "Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium" and "(1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium".

What is the main use of Grubbs catalyst 2nd generation?

Grubbs catalyst 2nd generation can be used as a catalyst for ring-closing metathesis (RCM), cross-metathesis, and ring-opening metathesis polymerization (ROMP).

What is the InChIKey of Grubbs catalyst 2nd generation?

The InChIKey of Grubbs catalyst 2nd generation is FCDPQMAOJARMTG-UHFFFAOYSA-L.

What are the hazard codes associated with Grubbs catalyst 2nd generation?

The hazard codes associated with Grubbs catalyst 2nd generation are F.

What are the color characteristics of Grubbs catalyst 2nd generation?

Grubbs catalyst 2nd generation can appear as brown to very dark brown to very dark red.

What is the main difference between first-generation and second-generation Grubbs catalysts?

The main difference is that second-generation Grubbs catalysts have a saturated N-heterocyclic carbene or NHC ligand in addition to the phosphine ligand, while first-generation catalysts only have a phosphine ligand.

What are the major limitations of first-generation Grubbs catalysts?

The first-generation Grubbs catalysts show limitations with electron-poor and electron-rich double bonds as well as with sterically hindered systems.

What is a common use of Grubbs catalyst 2nd generation in organic synthesis?

Grubbs catalyst 2nd generation is commonly used in the synthesis of trisubstituted olefins with excellent functional group tolerance and selectivity via cross-metathesis and ring closing metathesis reactions.

Synthetic Use

Upstream Synthesis Route 1

• 173035-10-4

• 246047-72-3

Reference: [1] Journal of the American Chemical Society, 2003, vol. 125, # 9, p. 2546 - 2558
[2] Patent: US9403854, 2016, B2, . Location in patent: Page/Page column 43
[3] Organometallics, 2010, vol. 29, # 19, p. 4339 - 4345

Upstream Synthesis Route 2

• 260054-47-5

• 246047-72-3

Reference: [1] Organometallics, 2007, vol. 26, # 8, p. 2122 - 2124
[2] Journal of the American Chemical Society, 2003, vol. 125, # 9, p. 2546 - 2558

Upstream Synthesis Route 3

• 173035-11-5

• 246047-72-3

Reference: [1] Catalysis Science and Technology, 2018, vol. 8, # 6, p. 1535 - 1544