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496383 Sigma-Aldrich

1,10-Phenanthroline-5,6-dione

97%

Synonym: Stahl phd oxidant, phd

  • CAS Number 27318-90-7

  • Empirical Formula (Hill Notation) C12H6N2O2

  • Molecular Weight 210.19

  •  MDL number MFCD00014473

  •  PubChem Substance ID 24873053

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C11 to C12, Carbonyl Compounds, Chemical Synthesis, Ketones,
Quality Level   200
assay   97%
mp   260 °C (dec.) (lit.)
SMILES string   O=C1C(=O)c2cccnc2-c3ncccc13
InChI   1S/C12H6N2O2/c15-11-7-3-1-5-13-9(7)10-8(12(11)16)4-2-6-14-10/h1-6H
InChI key   KCALAFIVPCAXJI-UHFFFAOYSA-N

Description

General description

1,10-Phenanthroline-5,6-dione (phendio) forms Cu(II) and Ag(I) phendio complexes, which show potent anti-fungal and anti-cancer activity. The modification of glassy carbon (GC) electrodes with phendio complexes of transition metals leads to the catalytic oxidation of NADH at low overpotential.

Application

1,10-Phenanthroline-5,6-dione may be used in the preparation of homo- and heterometallic complexes with early transition metal ions.

A Bifunctional quinone oxidant which, when used in conjunction with Zn2+ catalysts, is used to affect the aerobic oxidation of secondary amines to a variety of value added motifs, including indoles.

Bioinspired Aerobic Oxidation of Secondary Amines and Nitrogen Heterocycles with a Bifunctional Quinone Catalyst

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Stahl Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Stahl Group – Professor Product Portal
Keywords: Aerobic, Catalysis, Dehydrogenation, Filtration, Oxidations, Pharmaceutical, Purification

Peer-Reviewed Papers
15

References

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