3102-33-8

trans-3-Penten-2-one undergoes conjugate addition as in Michael and cuprate reactions; reagent for Robinson annulation and Diels-Alder reaction.

ChEBI: (3E)-pent-3-en-2-one is a methyl propenyl ketone in which the double bond has (E)-configuration. It is a key odorant responsible for the chestnut-like aroma in green tea. It has a role as a flavouring agent and a plant metabolite. It is a methyl propenyl ketone and a volatile organic compound.

An excellent method of trans-3-Penten-2-one involves the Wittig reaction of Acetylmethylenetriphenylphosphorane and Acetaldehyde (2.5 mol equiv) in methylene chloride (reflux, 6h, 76% yield). Another good method13 proceeds via the Aluminum Chloride catalyzed addition of Acetyl Chloride to propene followed by dehydrochlorination.

Trans-3-Penten-2-one should be best stored in refrigerator; moderately toxic; lachrymator. This reagent should only be handled in a fume hood.

Fractional distillation.