nucleophile (nucleophilic)

https://doi.org/10.1351/goldbook.N04249
A nucleophile (or nucleophilic @R05190@) is a @R05190@ that forms a bond to its reaction partner (the @E02020@) by donating both bonding electrons. A 'nucleophilic @S06078@' is a @H02809@ reaction in which the @R05190@ supplying the @E02130@ acts as a nucleophile. For example:
N04249.png
The term 'nucleophilic' is also used to designate the apparent polar character of certain @R05066@, as inferred from their higher relative reactivity with reaction sites of lower @E01986@. Nucleophilic reagents are @L03511@.
Source:
PAC, 1994, 66, 1077. (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1146 [Terms] [Paper]
Cite as: IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). Online version (2019-) created by S. J. Chalk. ISBN 0-9678550-9-8. https://doi.org/10.1351/goldbook.
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Last revised: February 24, 2014