Question:

Hydration of alkenes produced alcohols Hydration of alkynes

Last updated: 5/8/2023

Hydration of alkenes produced alcohols Hydration of alkynes

Hydration of alkenes produced alcohols Hydration of alkynes produces an enol since you have an extra pi bond The enol tautomerizes to the keto form aldehyde or ketone The equilibrium is shifted to the keto form Keto enol tautomerism can be acid or base catalyzed depending on the conditions Write the curved arrow mechanism for the acid catalyzed keto enol tautomerism below Show all bonds and lone pairs involved in reactivity a The double bond acts as a Lewis base and donates a pair of electron to the proton from hydronium ion forming the more stable carbocation b The carbocation is stabilized by resonance of the lone pair of oxygen forming oxonium ion c Water deprotonates the oxonium ion yielding the ketone and recovering the catalyst H H3O