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Captodative effect

Term · Chemistry · MLC-T-CHM-001612

The stabilization of a carbon-centered radical by the combined action of an electron-withdrawing substituent, the captor, and an electron-donating substituent, the dative, both attached to the radical carbon. The effect is described as a synergistic delocalization of the unpaired electron, as in radicals bearing both a cyano or ester group and an amino or alkoxy group. The label is also applied to some unsaturated compounds that carry both kinds of substituent.

Table 1. Record
IdentifierMLC-T-CHM-001612
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1092 (https://doi.org/10.1351/pac199466051077)
See alsoRadical
Record as JSON
{
  "id": "MLC-T-CHM-001612",
  "term": "Captodative effect",
  "field": "Chemistry",
  "definition": "The stabilization of a carbon-centered radical by the combined action of an electron-withdrawing substituent, the captor, and an electron-donating substituent, the dative, both attached to the radical carbon. The effect is described as a synergistic delocalization of the unpaired electron, as in radicals bearing both a cyano or ester group and an amino or alkoxy group. The label is also applied to some unsaturated compounds that carry both kinds of substituent.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "radical"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1092 (https://doi.org/10.1351/pac199466051077)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/captodative-effect/"
}

Record 1,722 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.