Specifications
- Purity
- ≥97% (NMR)
- Appearance
- Grey powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO, THF, 1,4-dioxane, chloroform, dichloromethane, DMA and toluene, Inalkanes and water
Documentation
- Safety Data Sheet (SDS)
- CDX B0150 MSDS.pdf
Category: Building Blocks, Intermediates, Reagents
Reagent used as a catalyst for cross-coupling reactions between alkyl halides and carbon nucleophiles. Catalyst for alkyl-alkyl Kumada coupling of secondary alkyl halides, direct alkylation of heterocyclic C-H bonds, Sonogashira coupling of nonactivated alkyl halides, Kumada-Corriu-Tamao coupling of nonactivated alkyl halides with aryl and heteroaryl nucleophiles. Reactant of pincer NN2 ligand leading to selective carbon-carbon bond formation.
Synonyms | Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, Chloro[N2-[2-(dimethylamino-kN)phenyl]-N1,N1-dimethyl-1,2-benzenediaminato-kN1,kN2]-nickel |
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Purity | ≥97% (NMR) |
Appearance | Grey powder |
CAS-Number | 1033772-47-2 |
Molecular Formula | C16H20ClN3Ni |
Molecular Weight | 348.5 |
Identity | 1H-NMR |
Solvents | DMSO, THF, 1,4-dioxane, chloroform, dichloromethane, DMA and toluene, Inalkanes and water |
Smiles | C[N]1(C)C2=CC=CC=C2N([Ni]13Cl)C4=C([N]3(C)C)C=CC=C4 |
InChi Key | IRLHVNUEEKJBEL-UHFFFAOYSA-M |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Transportation | Not dangerous goods |
References | (1) Z. Csok, et al.: JACS 130, 8156 (2008), (2) O. Vechorkin, et al.: JACS 131, 9756 (2009), (3) O. Vechorkin, et al.: JACS 131, 12078 (2009), (4) O. Vechorkin & X. Hu, Angew. Chem. Inter. Ed. 48, 2937 (2009), (5) O. Vechorkin, et al.: Angew. Chem. Inter. Ed. 49, 3061 (2010), (6) P. Ren, et al.: JACS 133, 7084 (2011), (7) X. Hu, Chimia 66, 154 (2012), (8) J. Breitenfeld & X. Hu, Chimia 68, 235 (2014) |
InChi | InChI=1S/C16H20N3.ClH.Ni/c1-18(2)15-11-7-5-9-13(15)17-14-10-6-8-12-16(14)19(3)4 |
Quantity | 100 mg, 500 mg, Bulk |