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Prilezhaev epoxidation template
Premium template. Preview and edit it free in MolDraw; downloading and exporting it is part of MolDraw Pro.
Peracetic acid epoxidises cyclohexene in one concerted step; acid-catalysed opening by water then gives trans-cyclohexane-1,2-diol.
Mechanism step by step
A peroxyacid transfers one oxygen to C=C in a single “butterfly” step
- Epoxidation – Four arrows, one step: the butterfly transition state
- Protonation – Acid activates the epoxide
- Ring opening – Water attacks from the face opposite the O (anti)
- Deprotonation – The trans-1,2-diol
Key points
- Stereospecific: a cis-alkene gives a cis-epoxide (both C–O bonds form on one face).
- Electron-rich (more substituted) alkenes react fastest.
- Epoxide + H₃O⁺ gives the trans diol; OsO₄ gives the cis diol.
- mCPBA is the usual laboratory peroxyacid.
Drawn with 89 atoms, 15 arrows, 6 shapes – every one editable in MolDraw.
Sources
How to use this template
- Press Edit in MolDraw. The template opens on the canvas of the free MolDraw editor.
- Change anything: move structures, edit atoms and labels, recolour highlights or delete what you do not need.
- Add your own structures, arrows and text next to it, or combine several templates on one page.
- Export the drawing as PNG, SVG or PDF for slides, worksheets, theses and papers.
Frequently asked questions
Is the Prilezhaev epoxidation template free?
You can preview the Prilezhaev epoxidation 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 Prilezhaev epoxidation 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?
Over seventy, covering the reactions most often asked in school-leaving exams (A-level, IB, CBSE, JEE and NEET) and first-year university courses, including condensations, rearrangements, oxidations, reductions and aromatic substitutions.