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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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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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
Certificates of Analysis (COA)
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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
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International journal of molecular sciences, 14(12), 23941-23954 (2013-12-20)
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