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electrophile (electrophilic)

An electrophile (or electrophilic reagent) is a reagent that forms a bond to its reaction partner (the nucleophile ) by accepting both bonding electrons from that reaction partner. An 'electrophilic substitution reaction ' is a heterolytic reaction in which the reagent supplying the entering group acts as an electrophile. For example:
E02020
Electrophilic reagents are Lewis acids. 'Electrophilic catalysis' is catalysis by Lewis acids. The term 'electrophilic' is also used to designate the apparent polar character of certain radicals as inferred from their higher relative reactivities with reaction sites of higher electron density.
Source:
PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1111
InChI=1/C6H6/c1-2-4-6-5-3-1/h1-6H
UHOVQNZJYSORNB-UHFFFAOYAH
InChI=1/NO2/c2-1-3/q+1
OMBRFUXPXNIUCZ-UHFFFAOYAD
InChI=1/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H
LQNUZADURLCDLV-UHFFFAOYAA
InChI=1/p+1/fH/q+1
GPRLSGONYQIRFK-XXNIATESCL
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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.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: doi:10.1351/goldbook.E02020.
Original PDF version: http://www.iupac.org/goldbook/E02020.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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