Vinylic cations

{
  "id": "MLC-T-CHM-012579",
  "term": "Vinylic cations",
  "field": "Chemistry",
  "definition": "Carbocations of the form R2C=C+-R, in which the positively charged carbon is one end of a carbon-carbon double bond and has only two substituents. The charged carbon is sp-hybridised and the ion is linear at that centre, which makes it less stable than a comparable alkyl cation. Vinylic cations arise in the solvolysis of vinylic halides and sulfonates and in electrophilic additions to alkynes.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "carbocation"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1374 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/vinylic-cations/"
}