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Nonclassical carbocation

Term · Chemistry · MLC-T-CHM-008008

A carbocation in which the positive charge is delocalized over more than three atoms through a three-center, two-electron bond. This delocalization results in a structure that cannot be adequately represented by conventional Lewis structures with localized bonds. The norbornyl cation is a well-known example of a nonclassical carbocation.

Table 1. Record
IdentifierMLC-T-CHM-008008
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1145 (https://doi.org/10.1351/pac199466051077)
See alsoCarbocation; Ground state
Record as JSON
{
  "id": "MLC-T-CHM-008008",
  "term": "Nonclassical carbocation",
  "field": "Chemistry",
  "definition": "A carbocation in which the positive charge is delocalized over more than three atoms through a three-center, two-electron bond. This delocalization results in a structure that cannot be adequately represented by conventional Lewis structures with localized bonds. The norbornyl cation is a well-known example of a nonclassical carbocation.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "carbocation",
    "ground state"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1145 (https://doi.org/10.1351/pac199466051077)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/nonclassical-carbocation/"
}

Record 8,502 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.