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N1501

Sigma-Aldrich

Neocuproine

≥98%

Synonyme(s) :

2,9-Dimethyl-1,10-phenanthroline, DMPHEN

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About This Item

Formule empirique (notation de Hill):
C14H12N2
Numéro CAS:
Poids moléculaire :
208.26
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Niveau de qualité

Essai

≥98%

Forme

crystalline

Couleur

white to beige

Chaîne SMILES 

Cc1ccc2ccc3ccc(C)nc3c2n1

InChI

1S/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3

Clé InChI

IYRGXJIJGHOCFS-UHFFFAOYSA-N

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Description générale

Neocuproine is a heterocyclic organic compoundcommonly utilized as a chelating agent in various transition metal-catalyzedreactions. These include alcohol oxidation, oxidative cleavage of carbon-carbonbonds, C-C bond forming coupling reactions, allylation of carbonyls, alkylzincalkynylations, nickel-mediated decarbonylative cross-couplings,Buchwald–Hartwig-type couplings, and allylic substitution reactions.[1]

Application

Neocuproine can be used as a ligand in the:
  • Preparation of fluorinated metal-organic frameworks (F-MOFs).[2]
  • Regioselective C-H arylation of indoles with phenylboronic acids through an oxidative boron Heck reaction.[3]
  • Allylation reaction of aldehydes with allylboronates in the presence of Zn(OH)2 as a catalyst.[4]
  • Iridium-catalyzed silylation of five-membered heteroarenes to synthesize silylarenes.[5]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Les clients ont également consulté

Assem Barakat et al.
International journal of molecular sciences, 14(12), 23941-23954 (2013-12-20)
[NiCl2(C14H12N2)(H2O)] complex has been synthesized from nickel chloride hexahydrate (NiCl2·6H2O) and 2,9-dimethyl-1,10-phenanthroline (dmphen) as N,N-bidentate ligand. The synthesized complex was characterized by elemental analysis, infrared (IR) spectroscopy, ultraviolet-visible (UV-vis) spectroscopy and differential thermal/thermogravimetric analysis (TG/DTA). The complex was further confirmed
Shū Kobayashi et al.
Chemistry, an Asian journal, 8(9), 2033-2045 (2013-06-19)
Zn(OH)2-catalyzed allylation reactions of aldehydes with allylboronates in aqueous media have been developed. In contrast to conventional allylboration reactions of aldehydes in organic solvents, the α-addition products were obtained exclusively. A catalytic cycle in which the allylzinc species was generated
Yan Wang et al.
Journal of the American Society for Mass Spectrometry, 19(9), 1353-1360 (2008-07-19)
S-nitrosylation of proteins serves an important role in regulating diverse cellular processes including signal transduction, DNA repair, and neurotransmission. Identification of S-nitrosylation sites is crucial for understanding the significance of this post-translational modification (PTM) in modulating the function of a
Mustafa Bener et al.
Analytical chemistry, 82(10), 4252-4258 (2010-04-27)
A low-cost optical sensor using an immobilized chromogenic redox reagent was devised for measuring the total antioxidant level in a liquid sample without requiring sample pretreatment. The reagent, copper(II)-neocuproine (Cu(II)-Nc) complex, was immobilized onto a cation-exchanger film of Nafion, and
Mustafa Ozyürek et al.
Analytica chimica acta, 616(2), 196-206 (2008-05-17)
Hydroxyl radicals (OH) generated in the human body may play an important role in tissue injury at sites of inflammation in oxidative stress-originated diseases. As a more convenient, efficient, and less costly alternative to HPLC/electrochemical detection techniques and to the

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