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polar effect

For a reactant molecule RY, the polar effect of the group R comprises all the processes whereby a substituent may modify the electrostatic forces operating at the reaction centre Y, relative to the standard R o Y. These forces may be governed by charge separations arising from differences in the electronegativity of atoms (leading to the presence of dipoles), the presence of unipoles, or electron delocalization. It is synonymous with electronic effect or 'electrical effect' of a substituent as distinguished from other substituent effects, e.g. steric effects. Sometimes, however, the term 'polar effect' is taken to refer to the influence, other than steric, that non-conjugated substituents exert on reaction rates, i.e. effects connected with electron delocalization between a substituent and the molecular framework to which it is attached are excluded. Polar effect is then not synonymous with electronic effect
Source:
PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1150
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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.P04709.
Original PDF version: http://www.iupac.org/goldbook/P04709.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 The PDF version is out of date and is provided for reference purposes only.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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