ambiphilic

https://doi.org/10.1351/goldbook.08142
Both nucleophilic and electrophilic.

Example: \(\ce{CH2=O}\)

Note: The distinction between ambi (Latin: both) and amphi (Greek: both) and the application to hydrophilic and lipophilic or to nucleophilic and electrophilic is arbitrary.

Source:
PAC, 2022, 94, 353. (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 2021)) on page 360 [Terms] [Paper]
Citation: 'ambiphilic' 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.08142 RIS BibTex EndNote
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