496383

1,10-Phenanthroline-5,6-dione

97%

• Synonym(s): Stahl phd oxidant, phd
• Empirical Formula (Hill Notation): C₁₂H₆N₂O₂
• CAS Number: 27318-90-7
• Molecular Weight: 210.19
• MDL number: MFCD00014473
• UNSPSC Code: 12352100
• PubChem Substance ID: 24873053
• NACRES: NA.22

Properties

• Assay: 97%
• mp: 260 °C (dec.) (lit.)
• functional group: ketone
• 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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• 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