Revised Nomenclature for Radicals, Ions, Radical Ions and Related Species (IUPAC Recommendations 1993)

Abstract

These recommendations constitute a comprehensive documentation of nomenclature for organic radicals, ions, and radical ions based primarily on principles given in subsection C-0.8 of the IUPAC Nomenclature of Organic Chemistry1 and illustrated in various subsections of Sections A, B, C, and D of those Rules. They also extend these principles to noncarbon parent hydrides and provide explicit guidance for describing the presence of radical and ionic centers on the principal characteristic groups of organic nomenclature. Recommendations are given for naming polyradicals, and polycationic, polyanionic, and zwitterionic compounds, and are illustrated by complex as well as simple examples. Two innovations are introduced: (1) the prefix “ylo-” to indicate the presence of a radical center in a substituent group; and (2) the suffix “-uide” to describe an anion formally derived by the addition of a hydride ion to a parent hydride. Delocalized radicals and ions are not treated in these recommendations except where such delocalization is included in usual structural considerations. © 2013, Walter de Gruyter GmbH, Berlin/Boston. All rights reserved.