Nitrile ylides

{
  "id": "MLC-T-CHM-007957",
  "term": "Nitrile ylides",
  "field": "Chemistry",
  "definition": "Unsaturated 1,3-dipolar compounds characterized by a nitrogen atom triply bonded to a carbon atom, which is also bonded to another carbon atom bearing a negative charge. These species are resonance-stabilized, with charge delocalization across the C-N-C framework. Nitrile ylides are highly reactive intermediates, commonly generated from iminochlorides and used in 1,3-dipolar cycloaddition reactions.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "contributing structure",
    "carbenes",
    "dipolar compounds"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1351 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/nitrile-ylides/"
}