N1501
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
207-601-9
MDL number:
Assay:
≥98%
Form:
crystalline
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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General description
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.
Application
Neocuproine can be used as a ligand in the:
- Preparation of fluorinated metal-organic frameworks (F-MOFs).
- Regioselective C-H arylation of indoles with phenylboronic acids through an oxidative boron Heck reaction.
- Allylation reaction of aldehydes with allylboronates in the presence of Zn(OH)2 as a catalyst.
- Iridium-catalyzed silylation of five-membered heteroarenes to synthesize silylarenes.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
Related Content
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N1501-5G | 04061834109426 |
| N1501-1G | 04061834109341 |
| N1501-25G | 04061834109389 |
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