Term: s-cis, s-trans https://doi.org/10.1351/goldbook.S05508 Definition: The spatial arrangement of two conjugated double bonds about the intervening single bond is described as s-cis if synperiplanar and s-trans if antiperiplanar. This term should not be applied to other systems such as N-alkyl amides (use E/Z or sp/ap). S05508.png Related Terms: 1) synperiplanar (http://doi.org/10.1351/goldbook.T06406-1). 2) antiperiplanar (http://doi.org/10.1351/goldbook.T06406-2). 3) trans (http://doi.org/10.1351/goldbook.C01092). 4) amides (http://doi.org/10.1351/goldbook.A00266). Image: Not defined (https://goldbook.iupac.org/img/inline/S05508.png) Source: PAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2217 (https://doi.org/10.1351/pac199668122193) Citation: 's-<i>cis</i>, s-<i>trans</i>' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.S05508 License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) for individual terms. Disclaimer: The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.