Editing Ylide (section)

{{Short description|Organic compound}}

An '''ylide''' ({{IPAc-en|ˈ|ɪ|l|ai|d}})<ref>{{Cite web|url=https://encyclopedia2.thefreedictionary.com/ylide|title=ylide|via=The Free Dictionary}}</ref> or '''ylid''' ({{IPAc-en|ˈ|ɪ|l|ɪ|d}}) is a [[electric charge|neutral]] [[Dipole|dipolar]] [[molecule]] containing a formally negatively charged [[atom]] (usually a [[carbanion]]) directly attached to a [[heteroatom]] with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons. The result can be viewed as a structure in which two adjacent atoms are connected by both a [[covalent bond|covalent]] and an [[ionic bond]]; normally written X<sup>+</sup>–Y<sup>−</sup>. Ylides are thus 1,2-[[dipolar compound]]s, and a subclass of [[zwitterions]].<ref>{{GoldBookRef|title=ylides|file=Y06728}}</ref> They appear in [[organic chemistry]] as [[reagent]]s or [[reactive intermediate]]s.<ref>{{cite book | author = McMurry, John | title = Organic Chemistry, 7th Ed. | publisher = Thomson Brooks/Cole| pages = 720–722 | year = 2008 | isbn = 978-0-495-11258-7}}</ref>

The class name "ylide" for the compound should not be confused with the [[suffix]] "-ylide".