Acenaphthenequinone

Acenaphthenequinone is a type of quinone, a class of organic compounds that are formally "derived from aromatic compounds [such as benzene or naphthalene] by conversion of an even number of –CH= groups into –C(=O)– groups with any necessary rearrangement of double bonds", resulting in "a fully conjugated cyclic dione structure". The parent aromatic compounds are typically rich in carbon and hydrogen.

Structure and Properties

Structure of Acenaphthenequinone

Acenaphthenequinone is a yellow crystalline solid with a melting point of 197-198°C. It has a molecular formula of C12H6O2 and a molecular weight of 182.18 g/mol. The compound is also known by its IUPAC name, acenaphthylene-1,2-dione. It is soluble in ethanol and ether, but insoluble in water.

Synthesis

Acenaphthenequinone can be synthesized from acenaphthene via oxidation. This process involves the use of oxidizing agents such as chromic acid or potassium permanganate. The reaction yields acenaphthenequinone and water.

Applications

Acenaphthenequinone is used as a dye intermediate and as a photosensitizer in various industrial applications. It is also used in the synthesis of pharmaceuticals and other organic compounds.

Health Effects

Exposure to acenaphthenequinone can cause irritation to the skin, eyes, and respiratory tract. It may also have other toxic effects. Therefore, it is important to handle this compound with care and use appropriate safety measures.

See Also

• Quinone
• Acenaphthene
• Organic compound
• Photosensitizer

References

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