Home Chemistry Organic Building Blocks Alkenyls (1E,4E)-1,5-Diphenylpenta-1,4-Dien-3-One
Diels-Alder Reaction: This diene can undergo a Diels-Alder reaction with a dienophile to form a cyclohexene ring. The diene character of the molecule is essential for this reaction.
Hydrogenation: The conjugated double bonds can be reduced to single bonds using hydrogen gas and a suitable catalyst, such as palladium on carbon or Lindlar's catalyst. This results in the formation of a saturated compound.
Oxidation: The ketone group in the molecule can be oxidized to a carboxylic acid using oxidizing agents like potassium permanganate (KMnO4) or Jones reagent (CrO3 in H2SO4).
Reduction: The carbonyl group can be reduced to an alcohol using reducing agents like sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4).
Aldol Condensation: In the presence of a base, this compound can undergo an aldol condensation reaction, where it can react with another carbonyl compound to form a β-hydroxy ketone or an α,β-unsaturated ketone.
Michael Addition: This compound can serve as a good Michael acceptor in a Michael addition reaction with a nucleophile. For example, an enolate or a thiolate can add to the β-unsaturated carbonyl system.
Acylation: The ketone group can be acylated using acylating agents to introduce various acyl groups.
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(1E,4E)-1,5-Bis(4-(trifluoromethyl)phenyl)penta-1,4-dien-3-one
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(1E,4E)-1,5-Bis(4-fluorophenyl)penta-1,4-dien-3-one
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1,5-Bis(4-methoxyphenyl)penta-1,4-dien-3-one
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