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migratory aptitude

The term is applied to characterize the relative tendency of a group to participate in a rearrangement. In nucleophilic rearrangements ( migration to an electron-deficient centre), the migratory aptitude of a group is loosely related to its capacity to stabilize a partial positive charge, but exceptions are known, and the position of hydrogen in the series is often unpredictable.
Source:
PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1141
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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.M03923.
Original PDF version: http://www.iupac.org/goldbook/M03923.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 The PDF version is out of date and is provided for reference purposes only.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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