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.
| Identifier | MLC-T-CHM-012779 |
|---|---|
| Field | Chemistry |
| Subject | Organic and Biomolecular Chemistry |
| 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) |
| 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 |
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/"
}
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