Cas no 103505-54-0 (1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione)

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione is a bipyridine-derived heterocyclic compound featuring two pyridine rings linked at the 2- and 2'-positions, with ketone functionalities at the 6- and 6'-positions. This structure imparts unique electronic and coordination properties, making it valuable in ligand design for transition metal complexes. Its rigid, planar framework enhances stability in catalytic and photochemical applications, while the diketone groups offer versatile binding modes for metal centers. The compound is particularly useful in synthesizing redox-active complexes and as a precursor for functionalized bipyridine derivatives. Its well-defined structure and reactivity make it a reliable choice for research in coordination chemistry and materials science.
1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione structure
103505-54-0 structure
Product Name:1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione
CAS No:103505-54-0
MF:C10H8N2O2
MW:188.182722091675
MDL:MFCD18452865
CID:62387
PubChem ID:253661355
Update Time:2025-05-19

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione Chemical and Physical Properties

Names and Identifiers

    • 6,6'-Dihydroxy-2,2'-bipyridyl
    • 2,2'-Bipyridine-6,6'-diol
    • [2,2'-Bipyridine]-6,6'(1H,1'H)-dione
    • [2,2-Bipyridine]-6,6(1H,1H)-dione
    • 2,2'-BIPYRIDINE-6,6'-(1H,1'H)DIONE
    • 6-(6-oxo-1H-pyridin-2-yl)-1H-pyridin-2-one
    • 6,6'-dihydroxy-2,2'-bipyridine
    • 6,6'-dihydroxyl-2,2'-bipyridine
    • 1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione
    • [2,2'-Bipyridine]-6,6'-diol
    • CHEMBL1965593
    • NCI60_009238
    • SCHEMBL1074467
    • [2,2/'-Bipyridine]-6,6/'(1H,1/'H)-dione
    • DS-9128
    • SCHEMBL8535240
    • NSC-628596
    • DTXSID80327065
    • B3966
    • MFCD13194839
    • 6-(6-hydroxy-2-pyridyl)pyridin-2-ol
    • 103505-54-0
    • W-202503
    • 2,2 inverted exclamation mark -Bipyridine-6,6 inverted exclamation mark -diol
    • YSWG798
    • MFCD18452865
    • AKOS015909292
    • [2 pound not2'-Bipyridine]-6 pound not6'(1H pound not1'H)-dione
    • AKOS006320958
    • SY112092
    • FT-0745082
    • NSC628596
    • 2,2'-bipyridine-6,6'(1h,1'h)-dione
    • W-200701
    • CS-W006393
    • s11522
    • DA-31791
    • MDL: MFCD18452865
    • Inchi: 1S/C10H8N2O2/c13-9-5-1-3-7(11-9)8-4-2-6-10(14)12-8/h1-6H,(H,11,13)(H,12,14)
    • InChI Key: POJMWJLYXGXUNU-UHFFFAOYSA-N
    • SMILES: O=C1C=CC=C(C2=CC=CC(N2)=O)N1

Computed Properties

  • Exact Mass: 188.05900
  • Monoisotopic Mass: 188.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 374
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 0.1
  • Topological Polar Surface Area: 58.2?2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.336
  • Melting Point: 340°C(lit.)
  • Boiling Point: 542.1±50.0 °C at 760 mmHg
  • Flash Point: 281.7±30.1 °C
  • PSA: 66.24000
  • LogP: 1.55480

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione Security Information

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione Pricemore >>

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1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione Production Method

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:103505-54-0)[2,2'-Bipyridine]-6,6'(1H,1'H)-dione
Order Number:sfd13739
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione Related Literature

Additional information on 1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione: A Comprehensive Overview

1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione, also known by its CAS Registry Number 103505-54-0, is a significant compound in the field of organic chemistry. This compound belongs to the class of bipyridine derivatives and has garnered attention due to its unique structural properties and potential applications in various scientific domains. The molecule consists of two pyridine rings connected by a bipyridine linkage, with ketone groups at the 6 and 6' positions. This configuration imparts distinctive electronic and optical properties to the compound.

The synthesis of 1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione involves a series of carefully designed organic reactions. Recent advancements in synthetic methodologies have enabled researchers to optimize the synthesis process, ensuring higher yields and better purity. One notable approach involves the condensation of appropriate pyridine derivatives with carbonyl compounds under specific reaction conditions. This has been extensively studied in recent years to explore the scalability of the synthesis for industrial applications.

Bipyridine derivatives like this compound have been widely studied for their applications in coordination chemistry. The presence of nitrogen atoms in the pyridine rings allows for strong coordination with metal ions, making them valuable in the development of metal-organic frameworks (MOFs) and coordination polymers. Recent research has highlighted the potential of this compound as a ligand in constructing MOFs with high surface area and porosity. These materials have shown promise in gas storage and catalytic applications.

In addition to its role in coordination chemistry, 1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione has also been explored for its electronic properties. The conjugated system within the molecule facilitates efficient charge transport, making it a candidate for use in organic electronics. Studies have demonstrated its potential as an active layer material in organic photovoltaic devices (OPVs). Researchers have reported improved power conversion efficiencies when this compound is incorporated into OPV architectures due to its ability to enhance charge separation and transport.

The optical properties of this compound are another area of active research. The absorption spectrum of 1H,1'H,6H,6'H-[2,2'-bipyridine]-6,6'-dione exhibits strong absorption bands in the visible region due to π-π* transitions within the conjugated system. This makes it a potential candidate for applications in light-emitting diodes (LEDs) and sensors. Recent studies have focused on modifying the molecular structure to tune its emission characteristics for specific applications.

The biological activity of this compound is another intriguing aspect that has been investigated recently. Initial studies suggest that it may exhibit antioxidant properties due to its ability to scavenge free radicals. This has opened up possibilities for its application in pharmaceuticals and nutraceuticals. However, further research is required to fully understand its bioavailability and efficacy.

In terms of environmental impact and sustainability considerations,bipyridine derivatives like this compound are being evaluated for their biodegradability and eco-friendliness. Researchers are exploring green chemistry approaches to synthesize this compound using renewable feedstocks and energy-efficient methods. These efforts align with global initiatives aimed at reducing carbon footprints in chemical manufacturing.

The increasing demand for advanced materials across various industries has positioned 1H,1'H,6H', [2', bipyridine]-dione as a key player in modern material science. Its versatility across multiple application domains underscores its significance as a research subject and industrial material.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:103505-54-0)[2,2'-Bipyridine]-6,6'(1H,1'H)-dione
sfd13739
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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