[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]dichloro{[2-(propan-2-yloxy)phenyl]methylidene}ruthenium

• ChemBase ID: 151654
• Molecular Formular: C31H38Cl2N2ORu
• Molecular Mass: 626.62222
• Monoisotopic Mass: 626.14046821
• SMILES: Cc1cc(c(c(c1)C)N1CCN(C1=[Ru](=Cc1ccccc1OC(C)C)(Cl)Cl)c1c(cc(cc1C)C)C)C
• Canonical SMILES: CC(Oc1ccccc1C=[Ru](=C1N(CCN1c1c(C)cc(cc1C)C)c1c(C)cc(cc1C)C)(Cl)Cl)C
• InChI: InChI=1S/C21H26N2.C10H12O.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;1-8(2)11-10-7-5-4-6-9(10)3;;;/h9-12H,7-8H2,1-6H3;3-8H,1-2H3;2*1H;/q;;;;+2/p-2
• InChIKey: ZRPFJAPZDXQHSM-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]dichloro{[2-(propan-2-yloxy)phenyl]methylidene}ruthenium
• IUPAC Traditional name: [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]dichloro[(2-isopropoxyphenyl)methylidene]ruthenium
• Synonyms: (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(o-isopropoxyphenylmethylene)ruthenium; Hoveyda-Grubbs Catalyst 2nd Generation; (1,3-双-(2,4,6-三甲基苯基)-2-咪唑烷亚基)二氯(邻异丙氧基苯亚甲基)合钌; 第 2 代 Hoveyda-Grubbs 催化剂

Database IDs

• CAS Number: 301224-40-8
• MDL Number: MFCD03701614
• PubChem SID: 24880520; 162245804
• PubChem CID: 11763533

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 12.15343
• LogD (pH = 7.4): 12.191492
• Log P: 12.192
• Molar Refractivity: 160.5219 cm^3
• Polarizability: 63.60194 Å^3
• Polar Surface Area: 15.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 216-220 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C31H38Cl2N2ORu

DETAILS

Sigma Aldrich - 569755

Application
Metathesis: Ruthenium-Based Metathesis CatalystsMetathesis catalyst with efficiencies similar to Grubbs Catalyst 2nd generation but with different substrate specificity. Catalyzes ring-closing, ring-opening,12,13 and cross-metathesis reactions of highly electron-deficient substrates.14,15
Hoveyda-Grubbs 2nd Generation Catalyst
• Phosphine free version of Grubbs 2nd Generation Catalyst with comparable reactivity, but initiates more readily at lower temperatures.
• Efficient for metathesis of electron deficient substrates.1,2,3,4,5,6,7
• Catalyst for olefin cross metathesis with fluorinated olefins (CM)8
• Catalyst for ring closing metathesis (RCM)9
• Catalyst for ring opening metathesis (ROM)10
• Catalyst for a sequence of a metathesis reaction and subsequent dihydroxylation of the newly formed double bond11
Other Notes
NO BULK ORDERS
Packaging
100, 500 mg in glass bottle
2 g in glass bottle
Legal Information
US Patent No. 6,921,735 and foreign equivalents apply. Sale of this product conveys to the buyer a limited-use research license. For full details of this license please see sigma-aldrich.com/materialicense. For questions, please contact us at aldrich@sial.com or Materia at info@materia-inc.com.