Benzylideneacetone

Benzylideneacetone (BDA) is an organic compound with the formula C₉H₁₀O. It is a yellowish solid with a sweet, pleasant aroma. It is a member of the class of compounds known as enones, which are alpha,beta-unsaturated carbonyl compounds.

Structure and Synthesis

Benzylideneacetone is a chalcone, a type of aromatic ketone that forms the central core for a variety of important biological compounds. It consists of a benzene ring attached to an acetone unit, hence the name "benzylideneacetone".

File:Benzylideneacetone.png

Structure of Benzylideneacetone

The synthesis of benzylideneacetone involves the condensation reaction of acetone and benzaldehyde, typically using a base such as sodium hydroxide as a catalyst. This reaction is an example of the Aldol condensation, a powerful method for forming carbon-carbon bonds in organic chemistry.

Applications

Benzylideneacetone is used in the synthesis of various organic compounds. It is a common ligand in organometallic chemistry, particularly in complexes of palladium(0) and platinum(0). It is also used as a fragrance in cosmetics and personal care products due to its sweet, pleasant aroma.

Safety and Precautions

Like many organic compounds, benzylideneacetone should be handled with care. It may cause skin and eye irritation, and prolonged exposure may lead to allergic reactions. Always use appropriate personal protective equipment when handling benzylideneacetone.

See Also

• Chalcone
• Aldol condensation
• Organometallic chemistry

References

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