Benzilone

Benzilone is a chemical compound with the formula C14H12O2. It is a member of the ketone family, specifically a diketone, and is characterized by its two carbonyl groups. Benzilone is a white crystalline solid at room temperature and is soluble in many organic solvents.

Structure and Properties

Benzilone is a symmetrical molecule with two carbonyl groups attached to a central benzene ring. The carbonyl groups are in a planar arrangement, which contributes to the molecule's stability. The molecule's symmetry also results in a high melting point and boiling point compared to other ketones of similar molecular weight.

The carbonyl groups in benzilone can undergo various chemical reactions, including nucleophilic addition and condensation reactions. These reactions are often used in the synthesis of other organic compounds.

Synthesis

Benzilone can be synthesized from benzoin through the process of oxidation. This reaction is typically carried out using nitric acid as the oxidizing agent. The reaction proceeds through the formation of a nitronium ion, which attacks the benzoin molecule to form benzilone.

Applications

Benzilone is used in the synthesis of various organic compounds, including pharmaceuticals and dyes. It is also used as a starting material in the production of polymers and resins.

Safety

Like many organic compounds, benzilone should be handled with care. It can cause irritation to the skin and eyes, and inhalation or ingestion can lead to health problems. Proper safety measures, such as wearing protective clothing and using adequate ventilation, should be taken when handling benzilone.

See Also

• Benzoin
• Ketone
• Diketone
• Carbonyl group
• Nucleophilic addition
• Condensation reactions