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Degenerate rearrangement

Term · Chemistry · MLC-T-CHM-002925

A molecular rearrangement where the product is chemically identical to the starting material, meaning the structure and connectivity of the atoms are indistinguishable. This type of rearrangement is detected by isotopic labeling or dynamic nuclear magnetic resonance spectroscopy. An example is the Cope rearrangement of bullvalene, where all carbon atoms are equivalent.

Table 1. Record
IdentifierMLC-T-CHM-002925
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1104 (https://doi.org/10.1351/pac199466051077)
See alsoAutomerization; Fluxional; Intermolecular; Intramolecular; Isomerism; Isomerization; Isotopic labelling; Molecular rearrangement; Sigmatropic rearrangement; Topomerization; Transformation; Valence isomer
Record as JSON
{
  "id": "MLC-T-CHM-002925",
  "term": "Degenerate rearrangement",
  "field": "Chemistry",
  "definition": "A molecular rearrangement where the product is chemically identical to the starting material, meaning the structure and connectivity of the atoms are indistinguishable. This type of rearrangement is detected by isotopic labeling or dynamic nuclear magnetic resonance spectroscopy. An example is the Cope rearrangement of bullvalene, where all carbon atoms are equivalent.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "automerization",
    "fluxional",
    "intermolecular",
    "intramolecular",
    "isomerism",
    "isomerization",
    "isotopic labelling",
    "molecular rearrangement",
    "sigmatropic rearrangement",
    "topomerization",
    "transformation",
    "valence isomer"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1104 (https://doi.org/10.1351/pac199466051077)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/degenerate-rearrangement/"
}

Record 3,111 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.