| Identification | Back Directory | [Name]
trans-3-Penten-2-one | [CAS]
3102-33-8 | [Synonyms]
(E)-3-Penten-2-one
3-PENTEN-2-ONE,(E)-
trans-3-Penten-2-one
3-Penten-2-one, (3E)-
4-methyl-3-buten-2-one | [Molecular Formula]
C5H8O | [MOL File]
3102-33-8.mol | [Molecular Weight]
84.12 |
| Chemical Properties | Back Directory | [Melting point ]
-54.55°C | [Boiling point ]
109.43°C (estimate) | [density ]
0.8624 | [refractive index ]
1.4350 | [storage temp. ]
Storage temp. 2-8°C | [solubility ]
sol water and all organic solvents | [Appearance]
Light yellow to yellow Liquid | [LogP]
0.563 (est) |
| Hazard Information | Back Directory | [Uses]
trans-3-Penten-2-one undergoes conjugate addition as in Michael and cuprate reactions; reagent for Robinson annulation and Diels-Alder reaction.
| [Definition]
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. | [Preparation]
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.
| [storage]
Trans-3-Penten-2-one should be best stored in refrigerator; moderately toxic; lachrymator. This reagent should only be handled in a fume hood.
| [Purification Methods]
Fractional distillation.
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