2-Furanone

Furan-2-one

2-Furanone, also known as γ-crotonolactone, is an organic compound with the molecular formula C_4H_4O_2. It is a lactone derived from furan and is characterized by a five-membered ring structure containing an oxygen atom and a carbonyl group.

Structure and Properties

2-Furanone is a colorless liquid with a density of 1.129 g/cm³. It has a melting point of -21°C and a boiling point of 86°C. The compound is soluble in water, which makes it useful in various chemical reactions and industrial applications.

Synthesis

2-Furanone can be synthesized through several methods, including the oxidation of furfural and the cyclization of 4-hydroxybutanoic acid. These methods typically involve the use of catalysts and specific reaction conditions to achieve high yields and purity.

Applications

2-Furanone is used in the synthesis of various pharmaceuticals, flavorings, and fragrances. Its unique structure allows it to act as an intermediate in the production of more complex molecules. Additionally, it has been studied for its potential antimicrobial and antifouling properties.

Safety and Handling

2-Furanone should be handled with care, as it can be hazardous if ingested or inhaled. It is classified with a GHS signal word of "Warning," indicating that it poses certain health risks. Proper personal protective equipment (PPE) such as gloves and goggles should be used when handling this compound.

Related Compounds

• Furan
• Furfural
• γ-Butyrolactone
• Lactone

See Also

• Organic chemistry
• Lactones
• Heterocyclic compounds