Benzylideneacetone

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Benzylideneacetone (BZA), also known as 4-phenyl-3-buten-2-one, is an organic compound with the formula C₁₀H₁₀O. It is a yellow solid with a pleasant odor and is used in various applications, including as a fragrance and in organic synthesis.

Structure and Properties

Benzylideneacetone is characterized by a conjugated system of double bonds, which contributes to its stability and reactivity. The molecule consists of a benzene ring attached to a butenone moiety. The presence of the conjugated system allows for various chemical reactions, making BZA a versatile intermediate in organic synthesis.

Synthesis

Benzylideneacetone can be synthesized through the aldol condensation of benzaldehyde and acetone. The reaction typically involves the use of a base, such as sodium hydroxide, to catalyze the formation of the product. The general reaction is as follows:

C₆H₅CHO + CH₃COCH₃ → C₆H₅CH=CHCOCH₃ + H₂O

Applications

Benzylideneacetone is used in various fields due to its chemical properties:

• Fragrance Industry: BZA is used as a fragrance component in perfumes and other scented products due to its pleasant aroma.
• Organic Synthesis: It serves as an intermediate in the synthesis of various organic compounds, including pharmaceuticals and fine chemicals.
• Research: BZA is used in academic and industrial research to study conjugated systems and their reactivity.

Safety and Handling

Benzylideneacetone should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system. Proper protective equipment, such as gloves and goggles, should be used when handling the compound. It should be stored in a cool, dry place, away from sources of ignition.

See Also

• Aldol condensation
• Benzaldehyde
• Acetone
• Conjugated system