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Merck

728551

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

≥97% (AT), lumps

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C16H20ClN3Ni
CAS 번호:
Molecular Weight:
348.50
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
기술 서비스
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제품 이름

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, ≥97% (AT)

Quality Level

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

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.


저장 등급

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문


문서

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


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.



국제 무역 품목 번호

SKUGTIN
728551-100MG04061833240083
728551-500MG04061833240090