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Merck

N1501

Sigma-Aldrich

Neocuproine

≥98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H12N2
Número de CAS:
Peso molecular:
208.26
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

≥98%

form

crystalline

color

white to beige

SMILES string

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

InChI key

IYRGXJIJGHOCFS-UHFFFAOYSA-N

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Application

Neocuproine can be used as a ligand:      
  • In the aerobic oxidation of benzyl and allylic alcohols to corresponding carbonyl compounds using Au(I) as a catalyst.
  • To synthesize aqua(2,9-dimethyl-1,10-phenanthroline)NiCl2 complex, which is used as a precursor for the preparation of uniform spherical NiO nanoparticles via the thermal decomposition method.     
  • In the Zn-catalyzed allylation reactions of aldehydes with allyl boronates to prepare α-addition products with high diastereoselectivities.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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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
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