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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:
484-11-7
Molecular Weight:
208.26
EC Number:
207-601-9
MDL number:
MFCD00004973
UNSPSC Code:
12352100
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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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