678023
4,7-Dimethoxy-1,10-phenanthroline
97%, solid
Synonym(s):
4,7-Dimethoxy-1,10-phenanthrolin
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About This Item
Empirical Formula (Hill Notation):
C14H12N2O2
CAS Number:
Molecular Weight:
240.26
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Assay:
97%
Form:
solid
Product Name
4,7-Dimethoxy-1,10-phenanthroline, 97%
Quality Level
assay
97%
form
solid
reaction suitability
reagent type: ligand
mp
197-212 °C
SMILES string
COc1ccnc2c1ccc3c(OC)ccnc23
InChI
1S/C14H12N2O2/c1-17-11-5-7-15-13-9(11)3-4-10-12(18-2)6-8-16-14(10)13/h3-8H,1-2H3
InChI key
ZPGVCQYKXIQWTP-UHFFFAOYSA-N
General description
4,7-Dimethoxy-1,10-phenanthroline is an organic compound that is used as an efficient ligand in organic synthesis. It is used in the N-arylation of imidazole with aryl iodides and bromides in the presence of copper catalysts. Various hindered and functionalized imidazoles and aryl halides were converted using this catalyst.
Application
Ligand for Cu-catalzyed N-arylation of imidazoles
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1
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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Articles
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
Artis Klapars et al.
Journal of the American Chemical Society, 124(25), 7421-7428 (2002-06-20)
An experimentally simple and inexpensive catalyst system was developed for the amidation of aryl halides by using 0.2-10 mol % of CuI, 5-20 mol % of a 1,2-diamine ligand, and K(3)PO(4), K(2)CO(3), or Cs(2)CO(3) as base. Catalyst systems based on
Li, C. S.; Dixon, D. D.
Tetrahedron Letters, 45, 4257-4257 (2004)
Ryan A Altman et al.
Organic letters, 9(4), 643-646 (2007-02-09)
With use of Cu-based catalysts, 2- and 4-hydroxypyridines were N-arylated in modest to excellent yields. In the case of 2-hydroxypyridine, the use of 4,7-dimethoxy-1,10-phenanthroline, 3, expanded the scope of previous literature reports to include the use of N-containing heteroaryl halides
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 678023-1G | 04061826700242 |
| 678023-250MG | 04061833549773 |