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Munchnones

Term · Chemistry · MLC-T-CHM-007696

A class of five-membered mesoionic heterocyclic compounds, formally known as 1,3-oxazolium-5-olates. Their structure cannot be represented by a single covalent Lewis formula and is instead depicted as a resonance hybrid of several canonical forms, showing delocalized positive and negative charges. Munchnones are highly reactive and are commonly used as 1,3-dipoles in cycloaddition reactions to synthesize other heterocyclic systems, such as pyrroles.

Table 1. Record
IdentifierMLC-T-CHM-007696
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 1350 (https://doi.org/10.1351/pac199567081307)
See alsoMesoionic compounds
Record as JSON
{
  "id": "MLC-T-CHM-007696",
  "term": "Munchnones",
  "field": "Chemistry",
  "definition": "A class of five-membered mesoionic heterocyclic compounds, formally known as 1,3-oxazolium-5-olates. Their structure cannot be represented by a single covalent Lewis formula and is instead depicted as a resonance hybrid of several canonical forms, showing delocalized positive and negative charges. Munchnones are highly reactive and are commonly used as 1,3-dipoles in cycloaddition reactions to synthesize other heterocyclic systems, such as pyrroles.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "mesoionic compounds"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1350 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/munchnones/"
}

Record 8,162 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.