Term: bond-stretch isomers https://doi.org/10.1351/goldbook.08148 Definition: Two (or more) molecules with the same spin multiplicity but with different lengths for one or more bonds. Note: This feature arises because the potential-energy surface, which describes how the energy of the molecule depends on geometry, shows two (or more) minima that are not merely symmetry-related. Source: PAC, 2022, 94, 353. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 2021)' on page 373 (https://doi.org/10.1515/pac-2018-1010) Citation: 'bond-stretch isomers' 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.08148 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.