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Mesoionic compounds

Term · Chemistry · MLC-T-CHM-007214

Five- or six-membered heterocyclic compounds that cannot be represented satisfactorily by a single uncharged canonical structure. They possess a hybrid structure with positive and negative charges delocalized over the ring atoms, and the charges are not localized on adjacent atoms. These compounds are typically stable and exhibit unique reactivity patterns.

Table 1. Record
IdentifierMLC-T-CHM-007214
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1349 (https://doi.org/10.1351/pac199567081307)
See alsoBetaines; Heterocyclic compounds; Munchnones; Sydnones
Record as JSON
{
  "id": "MLC-T-CHM-007214",
  "term": "Mesoionic compounds",
  "field": "Chemistry",
  "definition": "Five- or six-membered heterocyclic compounds that cannot be represented satisfactorily by a single uncharged canonical structure. They possess a hybrid structure with positive and negative charges delocalized over the ring atoms, and the charges are not localized on adjacent atoms. These compounds are typically stable and exhibit unique reactivity patterns.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "betaines",
    "heterocyclic compounds",
    "munchnones",
    "sydnones"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1349 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/mesoionic-compounds/"
}

Record 7,644 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.