1 10-PHENANTHROLINE-5 6-DIONE 97

Base Information

• Chemical Name: 1 10-PHENANTHROLINE-5 6-DIONE 97
• CAS No.: 27318-90-7
• Molecular Formula: C12H6N2O2
• Molecular Weight: 210.192
• Hs Code.: 29349990
• Mol file: 27318-90-7.mol

Synonyms:1,10-Phenanthroline-5,6-quinone;1,10-Phenanthrolinequinone;5,6-Dioxo-1,10-phenanthroline;BCMH 1-48;NSC346882;

Chemical Property of 1 10-PHENANTHROLINE-5 6-DIONE 97

Chemical Property:

• Appearance/Colour: Yellow Solid, Powder, Crystals, Crystalline Powder and/or Chunks
• Vapor Pressure: 1.66E-08mmHg at 25°C
• Melting Point: 260 °C (dec.)(lit.)
• Refractive Index: 1.677
• Boiling Point: 456.1 °C at 760 mmHg
• PKA: 0.26±0.20(Predicted)
• Flash Point: 229.1 °C
• PSA: 59.92000
• Density: 1.444 g/cm³
• LogP: 1.52260
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

1,10-Phenanthroline-5,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• General Description: 1,10-Phenanthroline-5,6-dione (97%) is a bidentate chelating ligand used in coordination chemistry, particularly in the synthesis of metal complexes such as Ru(II) polypyridyl systems for pH-sensing applications and organotin(IV) adducts. It serves as a key precursor in forming luminescent complexes with pH-dependent fluorescence properties and contributes to the structural diversity of hexa- or penta-coordinated organotin compounds, as demonstrated by its role in the crystal structure of [SnMe₂Cl₂(phendione)]. Its reactivity with N, P, and O donor ligands highlights its versatility in forming stable coordination complexes.

Technology Process of 1 10-PHENANTHROLINE-5 6-DIONE 97

There total 20 articles about 1 10-PHENANTHROLINE-5 6-DIONE 97 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

5,6-methylenedioxy-1,10-phenanthroline (113492-23-2) → 1,10-phenanthroline-5,6-dione (27318-90-7)

Guidance literature:

With water; bromine; acetic acid;

DOI:10.1016/S0040-4020(01)00122-3

Reference yield: 85.0%

1,10-phenanthroline hydrate (5144-89-8) → 1,10-phenanthroline-5,6-dione (27318-90-7)

Guidance literature:

With sulfuric acid; nitric acid; potassium bromide; at 5 - 100 ℃; for 6h;

Reference yield: 85.0%

→ 1,10-phenanthroline-5,6-dione (27318-90-7)

Guidance literature:

upstream raw materials:

5-methoxy-1,10-phenanthroline

1,10-Phenanthroline

5-Nitro-1,10-phenanthroline

N-phenyl-1,10-phenanthroline-5,6-quinone monoimine

Downstream raw materials:

N-phenyl-1,10-phenanthroline-5,6-quinone monoimine

N-(2-iodophenyl)-1,10-phenanthroline-5,6-quinone monoimine

3,3'-bis(hydroxycarbonyl)-2,2'-bipyridine

2-phenyl-1H-imidazo[4,5-f ][1,10]phenanthroline

Refernces

Preparation, characterization, and proton-induced fluorescence switching of two Ru(II) polypyridyl complexes containing different N-Heterocyclic groups

10.5560/ZNB.2012-0103

The research focuses on the preparation, characterization, and proton-induced fluorescence switching of two Ru(II) polypyridyl complexes that contain different N-heterocyclic groups, specifically imidazole, piperazine, or morpholine units. The purpose of this study was to develop luminescent Ru(II) complexes with a broad pH-sensing range, which can be used as "off-on-off" fluorescence pH sensors. The research concluded that both complexes exhibit strong dependence of their photophysical properties on solution pH and can act as effective pH sensors with a maximum on-off ratio of 6, making them potentially useful for detecting pH changes in environmental settings. In the process, various chemicals were used, including 1,10-phenanthroline-5,6-dione, 4,4’-(1,4-piperazinediyl)bisbenzaldehyde, 4-morpholinobenzaldehyde, Ru(bpy)2Cl2·2H2O, 2,2’-bipyridine, NH4OAc, CH3CN, P2O5, NH4PF6, and other solvents and reagents such as ethylene glycol, RuCl3·3H2O, CH3COOH, CH3CN, EtOH, CH2Cl2, and DMF.

Reactivity of diorganotin(IV) dichlorides towards N, P, and O donor ligands: Crystal structure of [SnMe₂Cl₂(phendione)]

10.1007/s00706-012-0733-5

The research investigates the reactivity of diorganotin(IV) dichlorides, SnR2Cl2 (R = Me, n-Bu), towards N, P, and O donor ligands. The main focus is on the reactions with bidentate chelating pyridyl ligands such as phendione, ndppz, xantphos, and dppap, resulting in the formation of new hexa-coordinated 1:1 adducts and, in some cases, penta-coordinated complexes. The experiments involved the synthesis of these organotin complexes, which were characterized using nuclear magnetic resonance (NMR) spectroscopy, elemental analysis, and in the case of [SnMe2Cl2(phendione)], X-ray crystal structure determination. The analyses provided insights into the coordination modes, stability in solution, and the geometrical preferences of the organotin(IV) compounds with the various ligands.

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