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Antiaromaticity

Term · Chemistry · MLC-T-CHM-000661

A property of cyclic, planar, fully conjugated molecules that leads to a destabilization of the pi electron system. This destabilization arises from having 4n pi electrons, where n is an integer, in contrast to the stabilization seen in aromatic systems with 4n+2 pi electrons. Antiaromatic compounds exhibit higher energy and increased reactivity compared to their open-chain analogues.

Table 1. Record
IdentifierMLC-T-CHM-000661
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
Synonymsantithetical to aromaticity
ReferencesPAC, 1999, 71, 1919. 'Glossary of terms used in theoretical organic chemistry' on page 1923 (https://doi.org/10.1351/pac199971101919)
See alsoDelocalization; Fluxional; Paramagnetic; Resonance energy
Record as JSON
{
  "id": "MLC-T-CHM-000661",
  "term": "Antiaromaticity",
  "field": "Chemistry",
  "definition": "A property of cyclic, planar, fully conjugated molecules that leads to a destabilization of the pi electron system. This destabilization arises from having 4n pi electrons, where n is an integer, in contrast to the stabilization seen in aromatic systems with 4n+2 pi electrons. Antiaromatic compounds exhibit higher energy and increased reactivity compared to their open-chain analogues.",
  "synonyms": [
    "antithetical to aromaticity"
  ],
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "delocalization",
    "fluxional",
    "paramagnetic",
    "resonance energy"
  ],
  "references": [
    "PAC, 1999, 71, 1919. 'Glossary of terms used in theoretical organic chemistry' on page 1923 (https://doi.org/10.1351/pac199971101919)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/antiaromaticity/"
}

Record 704 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.