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Merck
모든 사진(1)

문서

728551

Sigma-Aldrich

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

≥97% (AT)

동의어(들):

Chloro[N2-[2-(dimethylamino-κN)phenyl]-N1,N1-dimethyl-1,2-benzenediaminato-κN1N2]-nickel, Nickamine

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About This Item

실험식(Hill 표기법):
C16H20ClN3Ni
CAS Number:
Molecular Weight:
348.50
MDL number:
UNSPSC 코드:
12161600
PubChem Substance ID:
NACRES:
NA.22

분석

≥97% (AT)

형태

lumps

반응 적합성

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

애플리케이션

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

포장

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


시험 성적서(COA)

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문서 라이브러리 방문

Oleg Vechorkin et al.
Angewandte Chemie (International ed. in English), 48(16), 2937-2940 (2009-01-29)
Reacting in the 'Ni'ck of time: The title reaction is realized by using an isolated Ni(II) complex (1). The catalysis tolerates a wide range of important functional groups that are often incompatible with Grignard reagents in cross-coupling reactions.
Zsolt Csok et al.
Journal of the American Chemical Society, 130(26), 8156-8157 (2008-06-06)
A new pincer-type bis(amino)amine (NN2) ligand and its lithium and nickel complexes, including Ni(II) methyl, ethyl, and phenyl complexes, were synthesized. The Ni(II) alkyl complexes react cleanly with alkyl halides including chlorides to form C-C coupled products and Ni(II) halides.

문서

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

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