MLchartDataset catalogue

Ylides

Term · Chemistry · MLC-T-CHM-012779

Neutral dipolar species containing a negatively charged carbon atom bonded directly to a positively charged heteroatom, such as nitrogen, phosphorus, or sulfur. The formal charges are on adjacent atoms, and the carbon atom acts as a nucleophile. Phosphorus ylides are well-known reagents in the Wittig reaction for synthesizing alkenes from carbonyl compounds.

Table 1. Record
IdentifierMLC-T-CHM-012779
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1176 (https://doi.org/10.1351/pac199466051077); PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1375 (https://doi.org/10.1351/pac199567081307)
See alsoPhosphonium ylides; Additive; Amine imides; Amine ylides; Ammonium ylides; Azomethine ylides; Betaines; Conjugated system; Dipolar compounds; Nitrile ylides; Nitrones; Oxonium ylides; Vinyl carbenes
Record as JSON
{
  "id": "MLC-T-CHM-012779",
  "term": "Ylides",
  "field": "Chemistry",
  "definition": "Neutral dipolar species containing a negatively charged carbon atom bonded directly to a positively charged heteroatom, such as nitrogen, phosphorus, or sulfur. The formal charges are on adjacent atoms, and the carbon atom acts as a nucleophile. Phosphorus ylides are well-known reagents in the Wittig reaction for synthesizing alkenes from carbonyl compounds.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "phosphonium ylides",
    "additive",
    "amine imides",
    "amine ylides",
    "ammonium ylides",
    "azomethine ylides",
    "betaines",
    "conjugated system",
    "dipolar compounds",
    "nitrile ylides",
    "nitrones",
    "oxonium ylides",
    "vinyl carbenes"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1176 (https://doi.org/10.1351/pac199466051077)",
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1375 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/ylides/"
}

Record 13,626 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.