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N1501

Sigma-Aldrich

Neocuproine

≥98%

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Synonym(s):
2,9-Dimethyl-1,10-phenanthroline, DMPHEN
Empirical Formula (Hill Notation):
C14H12N2
CAS Number:
484-11-7
Molecular Weight:
208.26
EC Number:
207-601-9
MDL number:
MFCD00004973
PubChem Substance ID:
57654439
NACRES:
NA.22

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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
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 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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