--- title: "Cope rearrangement Template – Chemistry Diagram | MolDraw" url: https://www.moldraw.com/templates/cope-rearrangement/ description: "Cope rearrangement template: 3-Methylhexa-1,5-diene rearranges to hepta-1,5-diene; with an alkoxide at C3 the anionic oxy-Cope gives an enolate and then a…" lang: en publisher: Scidart Academy generated: 2026-10-28 --- [MolDraw](https://www.moldraw.com/) › [Templates](https://www.moldraw.com/templates/) › [Name reactions](https://www.moldraw.com/templates/name-reactions/) › Cope rearrangement [Name reactions](https://www.moldraw.com/templates/name-reactions/)Premium # Cope rearrangement template ![Cope rearrangement template: 3-Methylhexa-1,5-diene rearranges to hepta-1,5-diene; with an alkoxide at C3 the anionic oxy-Cope gives an enolate and then a ketone.](https://www.moldraw.com/templates/cope-rearrangement.webp) [Edit in MolDraw](https://www.moldraw.com/)Download with Pro Premium template. Preview and edit it free in MolDraw; downloading and exporting it is part of [MolDraw Pro](https://www.moldraw.com/pricing). 3-Methylhexa-1,5-diene rearranges to hepta-1,5-diene; with an alkoxide at C3 the anionic oxy-Cope gives an enolate and then a ketone. ## Mechanism step by step The all-carbon [3,3]-sigmatropic shift of a 1,5-diene, and the anionic oxy-Cope 1. **Cope rearrangement** – σ bond C3–C4 breaks as C1–C6 forms 2. **Anionic oxy-Cope** – An alkoxide at C3 (from KH) speeds the shift up to 10¹⁷-fold 3. **Protonation** – The enolate gives the ketone on work-up ## Key points - Reversible: the equilibrium favours the more substituted (more stable) diene. - Chair transition state: the stereochemistry of the product is predictable. - Oxy-Cope products tautomerise to carbonyl compounds, so they are irreversible. - Same [3,3] pattern as the Claisen rearrangement, with C in place of O. Drawn with 63 atoms, 13 arrows, 5 shapes – every one editable in MolDraw. ## Sources - [Cope & Hardy, J. Am. Chem. Soc. 1940, 62, 441](https://doi.org/10.1021/ja01859a055) Original paper - [Evans & Golob, J. Am. Chem. Soc. 1975, 97, 4765](https://doi.org/10.1021/ja00849a054) Original paper - [Kürti & Czakó, Strategic Applications of Named Reactions in Organic Synthesis, Elsevier 2005](https://openlibrary.org/isbn/9780124297852) Textbook - [Clayden, Greeves & Warren, Organic Chemistry, 2nd ed., OUP 2012](https://openlibrary.org/isbn/9780199270293) Textbook ## How to use this template 1. Press **Edit in MolDraw**. The template opens on the canvas of the free MolDraw editor. 2. Change anything: move structures, edit atoms and labels, recolour highlights or delete what you do not need. 3. Add your own structures, arrows and text next to it, or combine several templates on one page. 4. Export the drawing as PNG, SVG or PDF for slides, worksheets, theses and papers. ## Frequently asked questions ### Is the Cope rearrangement template free? You can preview the Cope rearrangement template here and open and edit it in MolDraw for free. Downloading or exporting it is part of MolDraw Pro, together with the other premium templates. ### Can I edit the Cope rearrangement template? Yes. It opens as an ordinary MolDraw drawing, so every structure, arrow, label and colour can be changed, and you can add your own content around it. ### Is the chemistry checked? Every structure is checked with RDKit and every curly arrow passes MolDraw’s electron-flow audit. The sources used are listed on this page. ### Which name reactions are included? 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