| Identification | Back Directory | [Name]
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER | [CAS]
467220-49-1 | [Synonyms]
Umicore CX12 NAPHTHOQUINONE-1,3-BIS(MESITYL)IMIDAZOLE-2-YLIDENEPALLADIUM(0) PD(0)-NAPHTHOCHINONE-1,3-BIS(2,4,6-TRI-METHYLPHENYL)IMIDAZOL-2-YLIDENE NAPHTHOQUINONE-1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLE-2-YLIDENEPALLADIUM(0) 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (1,4-naphthoquinone)palladium dimer 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE(1,4-NAPHTHOQUINONE)PALLADIUM(O) DIMER 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene(1,4-naphthoquinone)palladium(0)dimer,96% bis[1,3-dihydro-1,3-(2,4,6-trimethylphenyl)-2h-imidazol-2-ylidene]bis[μ-[(2,3-η)-1,4-naphthalenedione-κo]]di-palladium BIS[1,3-DIHYDRO-1,3-(2,4,6-TRIMETHYLPHENYL)-2H-IMIDAZOL-2-YLIDENE]BIS[MU-[(2,3-ETA)-1,4-NAPHTHALENEDIONE-KAPPAO]]DI-PALLADIUM Bis[1,3-dihydro-1,3-(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene]bis[μ-[(2,3-η:)-1,4-naphthalenedione-KO]]di-palladium, Naphthoquinone-1,3-bis(2,4,6-trimethylphenyl)-imidazole-2-ylidenepalladium(0), Pd(0)-naphthochinone-1,3-Bis(2,4,6-tri-methylphenyl)imidazol-2-ylidene | [Molecular Formula]
2C21H24N2Pd.2C10H6O2 | [MDL Number]
MFCD06656102 | [MOL File]
467220-49-1.mol | [Molecular Weight]
1138.02 |
| Chemical Properties | Back Directory | [Melting point ]
>300 °C
| [storage temp. ]
2-8°C, protect from light, stored under nitrogen | [form ]
Powder | [color ]
orange-red | [Sensitive ]
air sensitive | [InChI]
1S/2C21H24N2.2C10H6O2.2Pd/c2*1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;2*11-9-5-6-10(12)8-4-2-1-3-7(8)9;;/h2*7-12H,1-6H3;2*1-6H;; | [InChIKey]
ZTBFODSKEBBIJJ-UHFFFAOYSA-N | [SMILES]
O=C1C=CC(=O)c2ccccc12.O=C3C=CC(=O)c4ccccc34.Cc5cc(C)c(N6C=CN(C6=[Pd])c7c(C)cc(C)cc7C)c(C)c5.Cc8cc(C)c(N9C=CN(C9=[Pd])c%10c(C)cc(C)cc%10C)c(C)c8 | [CAS DataBase Reference]
467220-49-1 |
| Hazard Information | Back Directory | [Chemical Properties]
Orange crystal | [Uses]
It can be used as a catalyst in the Kumada cross-coupling of aryl magnesium reagents with functionalized alkyl chlorides at room temperature to form substituted alkanes. | [General Description]
1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (1,4-naphthoquinone)palladium(0) dimer is an N-heterocyclic carbene based palladium catalyst that shows high catalytic activity in C-C coupling reactions. | [reaction suitability]
core: palladium reaction type: Buchwald-Hartwig Cross Coupling Reaction reaction type: Cross Couplings reaction type: Heck Reaction reaction type: Hiyama Coupling reaction type: Negishi Coupling reaction type: Sonogashira Coupling reaction type: Stille Coupling reaction type: Suzuki-Miyaura Coupling reagent type: catalyst |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38-43 | [Safety Statements ]
26-36/37 | [WGK Germany ]
3
| [HS Code ]
28439000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 Skin Irrit. 2 Skin Sens. 1 STOT SE 3 |
| Questions And Answer | Back Directory | [Reaction]
- Catalyst for Heck reactions in ionic liquids.
- Catalyst for the cross-coupling of aryl diazonium salts.
- Catalyst for the Kumada cross-coupling of alkyl chlorides.
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