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Episulfonium ions

Term · Chemistry · MLC-T-CHM-004035

Cationic three-membered rings made of two carbon atoms and one positively charged, trivalent sulfur atom that carries a single further substituent, also called thiiranium ions. They form as intermediates when sulfenyl halides add to alkenes and in neighboring-group participation by sulfur, as in sulfur mustards. Their strained ring is opened by nucleophiles, which gives trans addition products.

Table 1. Record
IdentifierMLC-T-CHM-004035
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 1334 (https://doi.org/10.1351/pac199567081307)
Record as JSON
{
  "id": "MLC-T-CHM-004035",
  "term": "Episulfonium ions",
  "field": "Chemistry",
  "definition": "Cationic three-membered rings made of two carbon atoms and one positively charged, trivalent sulfur atom that carries a single further substituent, also called thiiranium ions. They form as intermediates when sulfenyl halides add to alkenes and in neighboring-group participation by sulfur, as in sulfur mustards. Their strained ring is opened by nucleophiles, which gives trans addition products.",
  "subject": "Organic and Biomolecular Chemistry",
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1334 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/episulfonium-ions/"
}

Record 4,272 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.