The relative reactivity of a nucleophilic reagent. (It is also sometimes referred to as 'nucleophilic power'.) Qualitatively, the concept is related to Lewis basicity. However, whereas Lewis basicity is measured by relative equilibrium constants:
nucleophilicity of a Lewis base is measured by relative rate constants of different nucleophilic reagents towards a common substrate, most commonly involving formation of a bond to carbon:
PAC, 1994, 66, 1077
(Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994))
on page 1146
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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). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook.
