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Key Documents

N1501

Sigma-Aldrich

Neocuproine

≥98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H12N2
CAS Number:
Molecular Weight:
208.26
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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
Saliha Esin Celik et al.
Analytica chimica acta, 674(1), 79-88 (2010-07-20)
A novel on-line HPLC-cupric reducing antioxidant capacity (CUPRAC) method was developed for the selective determination of polyphenols (flavonoids, simple phenolic and hydroxycinnamic acids) in complex plant matrices. The method combines chromatographic separation, constituent analysis, and post-column identification of antioxidants in
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
Sung-Ho Chen et al.
Toxicological sciences : an official journal of the Society of Toxicology, 102(1), 138-149 (2007-12-07)
Astrocytes play a critical neurotrophic and neuroprotective role in the brain, and improper function of these cells may contribute to the onset of neurodegenerative diseases. Because astrocytes are known to be enriched with Cu chaperone proteins, it is important to

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