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Umpolung

Term · Chemistry · MLC-T-CHM-012412

The chemical modification of a functional group to reverse its inherent polarity. This synthetic strategy transforms a group that is normally an electrophile into a nucleophile, or vice versa, enabling otherwise inaccessible bond formations. For instance, the electrophilic carbon of an aldehyde is converted into a nucleophilic center through the formation of a dithiane, which can then be deprotonated and alkylated.

Table 1. Record
IdentifierMLC-T-CHM-012412
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1174 (https://doi.org/10.1351/pac199466051077)
See alsoElectrophile; Nucleophile
Record as JSON
{
  "id": "MLC-T-CHM-012412",
  "term": "Umpolung",
  "field": "Chemistry",
  "definition": "The chemical modification of a functional group to reverse its inherent polarity. This synthetic strategy transforms a group that is normally an electrophile into a nucleophile, or vice versa, enabling otherwise inaccessible bond formations. For instance, the electrophilic carbon of an aldehyde is converted into a nucleophilic center through the formation of a dithiane, which can then be deprotonated and alkylated.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "electrophile",
    "nucleophile"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1174 (https://doi.org/10.1351/pac199466051077)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/umpolung/"
}

Record 13,235 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.