Term: narcissistic reaction [obsolete]
https://doi.org/10.1351/goldbook.N04086

Definition:
A chemical reaction that can be described as the conversion of a reactant into its mirror image, without rotation or translation of the product, so that the product enantiomer actually coincides with the mirror image of the reactant molecule. Examples of such reactions are cited under the entries fluxional and degenerate rearrangement.

Related Terms:
1) chemical reaction (http://doi.org/10.1351/goldbook.C01033).
2) fluxional (http://doi.org/10.1351/goldbook.F02463).
3) degenerate rearrangement (http://doi.org/10.1351/goldbook.D01559).
4) enantiomer (http://doi.org/10.1351/goldbook.E02069).

Source: PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1144 (https://doi.org/10.1351/pac199466051077)

Citation: 'narcissistic reaction <span class='text-danger'>[obsolete]</span>' 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.N04086

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