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Bond migration, i.e. the formal transfer of one end of a skeletal bond to another position, with a compensating transfer of a hydrogen atom, can be indicated by a prefix of the form 'x ( y → z )abeo-'. The prefix is compiled as follows: a numeral denoting the stationary (unchanged) end of the migrating bond (x) is followed by parentheses enclosing the locant denoting the original position (y) from which the other end of this bond has migrated, an arrow, and the locant (z) denoting the new position to which the bond has moved. The closing parenthesis is followed by the italicized prefix abeo-(Latin: I go away) to indicate bond migration. The original numbering is retained for the new compound and is used for the numbers x, y and z. It is always necessary to specify the resulting stereochemistry.
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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: (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.A00014.
Original PDF version: The PDF version is out of date and is provided for reference purposes only.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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