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Diazooxides

Term · Chemistry · MLC-T-CHM-003148

Diazocyclohexadienones, also called diazophenols, made by diazotizing a primary aromatic amine that carries a hydroxy group ortho or para to the amino group. They can equally be written as dipolar diazonio phenoxides, a zwitterion with a diazonium group and a phenoxide oxygen on the same ring. The ortho-quinone diazides are stable enough to handle, and on irradiation they lose dinitrogen and undergo the Wolff rearrangement, the basis of diazonaphthoquinone photoresists.

Table 1. Record
IdentifierMLC-T-CHM-003148
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1332 (https://doi.org/10.1351/pac199567081307)
See alsoAmines; Diazo compounds; Phenoxides; Quinone diazides
Record as JSON
{
  "id": "MLC-T-CHM-003148",
  "term": "Diazooxides",
  "field": "Chemistry",
  "definition": "Diazocyclohexadienones, also called diazophenols, made by diazotizing a primary aromatic amine that carries a hydroxy group ortho or para to the amino group. They can equally be written as dipolar diazonio phenoxides, a zwitterion with a diazonium group and a phenoxide oxygen on the same ring. The ortho-quinone diazides are stable enough to handle, and on irradiation they lose dinitrogen and undergo the Wolff rearrangement, the basis of diazonaphthoquinone photoresists.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "amines",
    "diazo compounds",
    "phenoxides",
    "quinone diazides"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1332 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/diazooxides/"
}

Record 3,351 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.