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Sigma-Aldrich

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride

≥97% (AT)

Synonym(s):
Chloro[N2-[2-(dimethylamino-κN)phenyl]-N1,N1-dimethyl-1,2-benzenediaminato-κN1N2]-nickel, Nickamine
Empirical Formula (Hill Notation):
C16H20ClN3Ni
CAS Number:
Molecular Weight:
348.50
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97% (AT)

form

lumps

reaction suitability

core: nickel
reagent type: catalyst

SMILES string

CN(C)c1ccccc1N([Ni]Cl)c2ccccc2N(C)C

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;;/h5-12H,1-4H3;1H;/q-1;;+2/p-1

InChI key

IRLHVNUEEKJBEL-UHFFFAOYSA-M

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794279PH017158PH007866
assay

≥97% (AT)

assay

-

assay

-

assay

-

form

lumps

form

solid

form

solid

form

-

reaction suitability

core: nickel, reagent type: catalyst

reaction suitability

core: nickel, reagent type: catalyst

reaction suitability

-

reaction suitability

-

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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