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Carbonyl oxides

Term · Chemistry · MLC-T-CHM-012946

A class of 1,3-dipolar reactive intermediates having the general formula R₂C=O⁺-O⁻, where the central carbon atom is bonded to an oxygen atom with a formal positive charge and a terminal oxygen atom with a formal negative charge. These species are formed in the ozonolysis of alkenes. Also known as Criegee intermediates, they react with aldehydes, ketones, and sulfur dioxide in the atmosphere.

Table 1. Record
IdentifierMLC-T-CHM-012946
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
Synonymsperoxo compounds
ReferencesPAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1325 (https://doi.org/10.1351/pac199567081307)
See alsoDipolar compounds; Oxonium ylides
Record as JSON
{
  "id": "MLC-T-CHM-012946",
  "term": "Carbonyl oxides",
  "field": "Chemistry",
  "definition": "A class of 1,3-dipolar reactive intermediates having the general formula R₂C=O⁺-O⁻, where the central carbon atom is bonded to an oxygen atom with a formal positive charge and a terminal oxygen atom with a formal negative charge. These species are formed in the ozonolysis of alkenes. Also known as Criegee intermediates, they react with aldehydes, ketones, and sulfur dioxide in the atmosphere.",
  "synonyms": [
    "peroxo compounds"
  ],
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "dipolar compounds",
    "oxonium ylides"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1325 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/carbonyl-oxides/"
}

Record 1,768 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.