Enol

Examples of keto-enol tautomerism
Ketone tautomerization, keto-form at left, enol at right. Ex. is 3-pentanone, a less stabilized enol.
Enolate resonance structures, schematic representation of forms (see text regarding molecular orbitals); carbanion form at left, enolate at right; Ex. is 2-butanone, also a less stabilized enol.
Ketone tautomerization, enol-form at left, keto at right. Ex. is 2,4-pentanedione, a hydrogen bond (---) stabilized enol.
Aldehyde tautomerization, enol-form at left, "keto" at right; Ex. is tartronaldehyde (reductone), an enediol-type of enol.

In organic chemistry, enols are a type of functional group or intermediate in organic chemistry containing a group with the formula C=C(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.

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 electrons. The keto and enol forms are tautomers of each other.

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