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Imidoyl nitrenes

Term · Chemistry · MLC-T-CHM-005605

Highly reactive nitrenes in which a nitrogen atom with a sextet of electrons is attached to the carbon of an imidoyl group, RC(=NR')-N. They arise from imidoyl azides, which exist in equilibrium with tetrazoles, by loss of nitrogen gas. They are electrophilic and rearrange rapidly, for example to carbodiimides by migration of the R group.

Table 1. Record
IdentifierMLC-T-CHM-005605
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 1343 (https://doi.org/10.1351/pac199567081307)
See alsoNitrenes; Imidoyl carbenes
Record as JSON
{
  "id": "MLC-T-CHM-005605",
  "term": "Imidoyl nitrenes",
  "field": "Chemistry",
  "definition": "Highly reactive nitrenes in which a nitrogen atom with a sextet of electrons is attached to the carbon of an imidoyl group, RC(=NR')-N. They arise from imidoyl azides, which exist in equilibrium with tetrazoles, by loss of nitrogen gas. They are electrophilic and rearrange rapidly, for example to carbodiimides by migration of the R group.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "nitrenes",
    "imidoyl carbenes"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1343 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/imidoyl-nitrenes/"
}

Record 5,947 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.