Editing Enol (section)

{{Short description|1=Organic compound with a C=C–OH group}}
<div class="skin-invert-image">
{{multiple image|caption_align=left|header_align=center
 | align = right
 | direction = vertical
 | width = 250
 | header = Examples of keto-enol [[tautomerism]]
 | image1 = enol.png
 | alt1 = TBD
 | caption1 =Ketone
[[tautomerization]], keto-form at left, enol at right. Ex. is [[3-pentanone]], a less stabilized enol.{{citation needed|date=March 2023}}
 | image2 = Enolate Resonance.svg
 | alt2 = TBD
 | caption2  = Enolate [[resonance structures]], schematic representation of forms (see text regarding [[molecular orbital]]s); [[carbanion]] form at left, [[enolate]] at right; Ex. is [[2-butanone]], also a less stabilized enol.{{citation needed|date=March 2023}}
 | image4 =AcacH.svg
 | alt4 = TBD
 | caption4 = Ketone [[tautomerization]], enol-form at left, keto at right. Ex. is [[2,4-pentanedione]], a [[hydrogen bond]] (---) stabilized enol.{{citation needed|date=March 2023}}
 | image5 = Tartronaldehyde.svg
 | alt5 = TBD
 | caption5  = Aldehyde [[tautomerization]], enol-form at left, "keto" at right; Ex. is [[tartronaldehyde]] (reductone), an [[enediol]]-type of enol.{{citation needed|date=March 2023}}
}}
</div>
In [[organic chemistry]], '''enols''' are a type of [[functional group]] or [[chemical intermediate|intermediate]] in [[organic chemistry]] containing a group with the formula {{chem2|C\dC(OH)}} (R = many substituents). The term ''enol'' is an abbreviation of ''alkenol'', a [[portmanteau]] deriving from "-ene"/"alkene" and the "-ol".  Many kinds of enols are known.<ref name=March/>

'''Keto–enol tautomerism''' refers to a [[chemical equilibrium]] between a "keto" form (a [[carbonyl]], named for the common [[ketone]] case) and an enol. The interconversion of the two forms involves the transfer of an alpha hydrogen atom and the reorganisation of bonding [[electron]]s. The keto and enol forms are [[tautomerism|tautomers]] of each other.<ref name="Clayden-2012">{{cite book |last1=Clayden |first1=Jonathan |last2=Greeves |first2=Nick |last3=Warren |first3=Stuart |title=Organic chemistry |date=2012 |publisher=Oxford University Press |location=New York |isbn=978-0-19-927029-3 |pages=450–451 |edition=2nd}}</ref>