Term: ipso-attack https://doi.org/10.1351/goldbook.I03251 Definition: The attachment of an entering group to a position in an aromatic compound already carrying a substituent group (other than hydrogen). The entering group may displace that substituent group but may also itself be expelled or migrate to a different position in a subsequent step. The term 'ipso-substitution' is not used, since it is synonymous with substitution. For example: I03251.png where E + is an electrophile and Z is a substituent (other than hydrogen). Related Terms: 1) cine-substitution (http://doi.org/10.1351/goldbook.C01081). 2) tele-substitution (http://doi.org/10.1351/goldbook.T06256). 3) attachment (http://doi.org/10.1351/goldbook.A00512). 4) entering group (http://doi.org/10.1351/goldbook.E02130). 5) substituent group (http://doi.org/10.1351/goldbook.S06076). 6) electrophile (http://doi.org/10.1351/goldbook.E02020). Image: Not defined (https://goldbook.iupac.org/img/inline/I03251.png) Source: PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1128 (https://doi.org/10.1351/pac199466051077) Citation: '<i>ipso</i>-attack' 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.I03251 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.