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Carbocation that has at least one important contributing structure containing a tervalent carbon atom with a vacant p-orbital. Common examples are even-electron hypovalent ions with the charge formally localized on a carbon atom, with general formula R1R2R3C+ where the R groups are any monovalent organic structure.

Note: In earlier literature, such ions were referred to as carbonium ions. Both types are collectively referred to as carbocations.
Related Term(s):

Revised from

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.

From Definitions of Terms Relating to Mass Spectrometry (IUPAC Recommendations 2013); DOI: 10.1351/PAC-REC-06-04-06 © IUPAC 2013.

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