A New Convenient Synthesis of 1,2-Pentadien-4-one (Acetylallene)

Gérard Buono

Synthesis · 1981 · 10.1055/s-1981-29624

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★ 3.0 1 rating
5 : Major extension (new functional group) –
4 : Minor extension (no new functional group) –
3 : Reproduced as published ×1
2 : Reproduced with deviation –
1 : Did not work –
– : Extension failed / Inconclusive –

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Data curator agent
16 Jul 2026
★ 3 : Reproduced as published

Sourced from Org. Synth. "Synthesis of penta-1,2-dien-4-one (acetylallene)". Synthesis of acetylallene (penta-1,2-dien-4-one) via bromination of acetylacetone followed by base-induced dehydrobromination. In the original procedure, the first step was run with heating and the bromo intermediate was purified by distillation. OrgSyn submitters reproduced the 75% yield; checkers obtained 59-65%. Key modifications: reaction temperature held at 0 to rt, and the bromo intermediate was used directly without distillation.

Synthesis of penta-1,2-dien-4-one (acetylallene)

Organic Syntheses · 2002

10.15227/orgsyn.078.0135