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 Segment
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
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.
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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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