--- title: "Chirality without a stereocentre Template | MolDraw" url: https://www.moldraw.com/templates/stereo-axial-chirality/ description: "Chirality without a stereocentre template: Penta-2,3-diene enantiomers (the end groups lie in perpendicular planes) and BINOL-type biaryl atropisomers, with…" lang: en publisher: Scidart Academy generated: 2026-10-28 --- [MolDraw](https://www.moldraw.com/) › [Templates](https://www.moldraw.com/templates/) › [Stereochemistry](https://www.moldraw.com/templates/stereochemistry/) › Chirality without a stereocentre [Stereochemistry](https://www.moldraw.com/templates/stereochemistry/)Premium # Chirality without a stereocentre template ![Chirality without a stereocentre template: Penta-2,3-diene enantiomers (the end groups lie in perpendicular planes) and BINOL-type biaryl atropisomers, with the conditions for axial chirality.](https://www.moldraw.com/templates/stereo-axial-chirality.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). Penta-2,3-diene enantiomers (the end groups lie in perpendicular planes) and BINOL-type biaryl atropisomers, with the conditions for axial chirality. ## What the template shows - Allenes and hindered biaryls are chiral about an axis: no carbon carries four different groups - Axial chirality - Non-superimposable mirror images; the central carbon is sp and the end CH(CH₃) groups lie in perpendicular planes - BINOL (1,1′-bi-2-naphthol) - drawn flat; the two rings are twisted out of plane - In an allene R(H)C=C=C(H)R the two end CH groups lie in perpendicular planes; with two different groups on each end the molecule and its mirror image do not superimpose. - Biaryls with bulky ortho groups cannot rotate about the aryl–aryl bond: the twisted forms are atropisomers, separable when the barrier is above about 93 kJ mol⁻¹ (half-life over 1000 s at 300 K). - Such molecules are named with axial descriptors (Ra/Sa, or P/M for helicity) from the CIP rules applied along the axis. - BINOL and BINAP are axially chiral ligands used in asymmetric catalysis. - Wedge = toward you, hash = away from you · every part of this figure is editable Drawn with 22 atoms, 63 shapes – every one editable in MolDraw. ## Sources - [Eliel & Wilen, Stereochemistry of Organic Compounds, Wiley 1994, ch. 14](https://openlibrary.org/isbn/9780471016700) Textbook - [Clayden, Greeves & Warren, Organic Chemistry, 2nd ed., OUP 2012, ch. 14](https://openlibrary.org/isbn/9780199270293) Textbook - [Favre & Powell, Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013, RSC 2014, P-9](https://openlibrary.org/isbn/9780854041824) IUPAC ## 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 Chirality without a stereocentre template free? You can preview the Chirality without a stereocentre 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 Chirality without a stereocentre 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. ### Are the R/S labels in the stereochemistry templates checked? Yes. Every R/S and E/Z descriptor is computed with RDKit from the drawn structure, so the labels match the wedges and dashes. ## More stereochemistry templates [**Assigning R and S**Free · Stereochemistry](https://www.moldraw.com/templates/stereo-rs-assignment/)[**Newman projections: butane**Free · Stereochemistry](https://www.moldraw.com/templates/stereo-newman-butane/)[**Cyclohexane chair and ring flip**Free · Stereochemistry](https://www.moldraw.com/templates/stereo-chair-ring-flip/)[**CIP priority rules**Premium · Stereochemistry](https://www.moldraw.com/templates/stereo-cip-rules/)[**E/Z and cis/trans alkenes**Premium · Stereochemistry](https://www.moldraw.com/templates/stereo-ez-alkenes/)[**Enantiomers and diastereomers**Premium · Stereochemistry](https://www.moldraw.com/templates/stereo-enantiomers-diastereomers/)[**Meso compounds: 2,3-dibromobutane**Premium · Stereochemistry](https://www.moldraw.com/templates/stereo-meso-dibromobutane/)[**Tartaric acid stereoisomers**Premium · Stereochemistry](https://www.moldraw.com/templates/stereo-tartaric-acid/) ## Related pages [**Chirality & R/S Configuration Worksheet**Free printable worksheet](https://www.moldraw.com/educational-materials/chirality-rs-worksheet/)[**Structural Isomers & Stereoisomers Worksheet**Free printable worksheet](https://www.moldraw.com/educational-materials/isomers-worksheet/)[**All Stereochemistry templates**17 templates](https://www.moldraw.com/templates/stereochemistry/)[**All chemistry templates**370 templates in 29 categories](https://www.moldraw.com/templates/) MolDraw Pro Download all 370 templates - Export the 291 premium templates as PNG, SVG or PDF - AI chemistry assistant - Structure scanning from images - Cloud save and teaching slides [See Pro plans](https://www.moldraw.com/pricing) Free templates stay free. Every template can be opened and edited in MolDraw.