MLchartDataset catalogue

photo-Fries rearrangement

Term · Chemistry · MLC-T-CHM-008869

A photochemical reaction in which aryl esters or amides, upon irradiation with ultraviolet light, rearrange to form ortho- and para-hydroxyketones or aminoketones, respectively. The reaction proceeds via homolytic cleavage of the acyl-oxygen or acyl-nitrogen bond, generating a radical pair. This rearrangement is distinct from the acid-catalyzed thermal Fries rearrangement.

Table 1. Record
IdentifierMLC-T-CHM-008869
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1996, 68, 2223. 'Glossary of terms used in photochemistry (IUPAC Recommendations 1996)' on page 2261 (https://doi.org/10.1351/pac199668122223)
See alsoEsters; Photorearrangement
Record as JSON
{
  "id": "MLC-T-CHM-008869",
  "term": "photo-Fries rearrangement",
  "field": "Chemistry",
  "definition": "A photochemical reaction in which aryl esters or amides, upon irradiation with ultraviolet light, rearrange to form ortho- and para-hydroxyketones or aminoketones, respectively. The reaction proceeds via homolytic cleavage of the acyl-oxygen or acyl-nitrogen bond, generating a radical pair. This rearrangement is distinct from the acid-catalyzed thermal Fries rearrangement.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "esters",
    "photorearrangement"
  ],
  "references": [
    "PAC, 1996, 68, 2223. 'Glossary of terms used in photochemistry (IUPAC Recommendations 1996)' on page 2261 (https://doi.org/10.1351/pac199668122223)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/photo-fries-rearrangement/"
}

Record 9,418 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.