Cas no 2304-85-0 (1,8-Pyrenedione)

1,8-Pyrenedione is a polycyclic aromatic quinone derivative characterized by its planar pyrene backbone and two carbonyl groups at the 1- and 8-positions. This compound exhibits strong electron-accepting properties due to its conjugated π-system and quinoid structure, making it valuable in organic electronic applications such as semiconductors and photovoltaic materials. Its rigid, fused-ring framework enhances thermal and chemical stability, while its redox-active nature allows for use in charge-transport layers and electrochemical sensors. The compound's well-defined structure and predictable reactivity also facilitate its incorporation into supramolecular systems and coordination chemistry. 1,8-Pyrenedione is typically synthesized via controlled oxidation of pyrene derivatives, ensuring high purity for research and industrial applications.
1,8-Pyrenedione structure
1,8-Pyrenedione structure
Product Name:1,8-Pyrenedione
CAS No:2304-85-0
MF:C16H8O2
MW:232.23352432251
CID:267437
PubChem ID:16820
Update Time:2025-05-19

1,8-Pyrenedione Chemical and Physical Properties

Names and Identifiers

    • 1,8-Pyrenedione
    • pyrene-1,8-dione
    • 1,8-pyrenequinone
    • 1,8-pyrenoquinone
    • 3,10-Pyrenedione
    • 3,10-Pyrenequinone
    • BRN 1963134
    • CCRIS 5486
    • EINECS 218-966-9
    • Pyren-1,8-dion
    • pyrene 3, 6-quinone
    • Pyrene-1,8-quinone
    • SureCN236503
    • 1,8-DIHYDROPYRENE-1,8-DIONE
    • N55G3TLC7D
    • UNII-N55G3TLC7D
    • C18258
    • 1,8-Pyrene quinone
    • 2304-85-0
    • NS00027333
    • 3,6-PYRENEDIONE
    • DTXSID8062317
    • SCHEMBL236503
    • 3,6-PYRENEQUINONE
    • CHEBI:81609
    • Q27155496
    • G83040
    • XETOQIJGUBNXLQ-UHFFFAOYSA-N
    • Inchi: 1S/C16H8O2/c17-13-7-3-9-1-2-10-4-8-14(18)12-6-5-11(13)15(9)16(10)12/h1-8H
    • InChI Key: XETOQIJGUBNXLQ-UHFFFAOYSA-N
    • SMILES: O=C1C=CC2=CC=C3C=CC(C4=CC=C1C2=C43)=O

Computed Properties

  • Exact Mass: 232.05244
  • Monoisotopic Mass: 232.05243
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 0
  • Complexity: 430
  • 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
  • Topological Polar Surface Area: 34.1
  • XLogP3: 3.2

Experimental Properties

  • Density: 1.2260 (rough estimate)
  • Boiling Point: 314.4°C (rough estimate)
  • Flash Point: 177.8°C
  • Refractive Index: 1.4700 (estimate)
  • PSA: 34.14
  • LogP: 3.25880

1,8-Pyrenedione Pricemore >>

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Additional information on 1,8-Pyrenedione

Professional Introduction to 1,8-Pyrenedione (CAS No: 2304-85-0)

1,8-Pyrenedione, chemically known by its CAS number 2304-85-0, is a heterocyclic organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound belongs to the pyrene family, a group of polycyclic aromatic hydrocarbons (PAHs) that exhibit unique structural and electronic properties. The specific arrangement of double bonds and oxygen atoms in 1,8-Pyrenedione imparts it with distinctive reactivity and biological potential, making it a subject of extensive study in both academic and industrial settings.

The molecular structure of 1,8-Pyrenedione consists of a pyrene core with a carbonyl group at the 1-position and another at the 8-position. This bidentate functionality allows for versatile interactions with biological targets, including enzymes and nucleic acids. The compound's ability to participate in hydrogen bonding, π-stacking interactions, and metal coordination makes it a valuable scaffold for drug design and material science applications.

In recent years, 1,8-Pyrenedione has been explored for its potential in medicinal chemistry due to its ability to modulate various biological pathways. One of the most promising areas of research involves its role as an intermediate in the synthesis of bioactive molecules. For instance, derivatives of 1,8-Pyrenedione have been investigated for their antimicrobial and anti-inflammatory properties. Studies have demonstrated that certain modifications to the pyrene core can enhance binding affinity to specific protein targets, leading to the development of novel therapeutic agents.

Moreover, the photochemical properties of 1,8-Pyrenedione have attracted interest in applications beyond pharmaceuticals. The compound exhibits strong fluorescence characteristics when excited by ultraviolet light, making it useful in bioimaging techniques. Researchers have leveraged this property to develop probes for tracking cellular processes and diagnosing diseases. The high quantum yield and stability of 1,8-Pyrenedione under illumination conditions make it an ideal candidate for fluorescent labeling in biomedical research.

Recent advancements in synthetic chemistry have enabled the production of complex derivatives of 1,8-Pyrenedione, expanding its utility in multiple domains. For example, functionalization at the 3-position or 6-position of the pyrene ring can introduce additional reactive sites for further chemical manipulation. These modifications have led to the discovery of new compounds with enhanced pharmacological activity. Additionally, computational methods such as molecular dynamics simulations and quantum mechanical calculations have been employed to understand the interaction mechanisms between 1,8-Pyrenedione derivatives and biological targets.

The environmental impact of 1,8-Pyrenedione has also been studied due to its prevalence in certain ecosystems. While not classified as a pollutant per se, its degradation products can influence aquatic environments. Research has focused on identifying biodegradation pathways for 1,8-Pyrenedione, ensuring that its use does not contribute to long-term ecological harm. Efforts are underway to develop sustainable synthetic routes that minimize waste and energy consumption while maintaining high yields.

In conclusion,1,8-Pyrenedione (CAS No: 2304-85-0) is a multifaceted compound with significant potential in pharmaceuticals, materials science, and environmental chemistry. Its unique structural features enable diverse applications ranging from drug development to bioimaging technologies. As research continues to uncover new aspects of this compound's properties,1,8-Pyrenedione is poised to remain a cornerstone in interdisciplinary studies aimed at advancing scientific knowledge and technological innovation.

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