Preferred Label : carbenium ion;
IUPAC definition : A generic name for carbocations, real or hypothetical, that have at least one important
contributing structure containing a tervalent carbon atom with a vacant p-orbital.
(The name implies a protonated carbene or a substitution derivative thereof.) The
term was proposed (and rejected) as a replacement for the traditional usage of the
name carbonium ion. To avoid ambiguity, the name should not be used as the root for
the systematic nomenclature of carbocations. The corresponding difficulty confused
carbonium ion nomenclature for many years. For example, the term 'ethylcarbonium ion'
has at times been used to refer either to CH sub 3 /sub CH sub 2 /sub sup class plus
/sup (ethyl cation) or (correctly) to CH sub 3 /sub CH sub 2 /sub CH sub 2 /sub
sup class plus /sup (propyl cation).;
Origin ID : C00812;
See also
A generic name for carbocations, real or hypothetical, that have at least one important
contributing structure containing a tervalent carbon atom with a vacant p-orbital.
(The name implies a protonated carbene or a substitution derivative thereof.) The
term was proposed (and rejected) as a replacement for the traditional usage of the
name carbonium ion. To avoid ambiguity, the name should not be used as the root for
the systematic nomenclature of carbocations. The corresponding difficulty confused
carbonium ion nomenclature for many years. For example, the term 'ethylcarbonium ion'
has at times been used to refer either to CH sub 3 /sub CH sub 2 /sub sup class plus
/sup (ethyl cation) or (correctly) to CH sub 3 /sub CH sub 2 /sub CH sub 2 /sub
sup class plus /sup (propyl cation).
