Enols and Enolates a substitutions and Condensations of Ketones and Aldehydes H enolate enol
Enols and Enolates a Substitutions and Condensations of Ketones and Aldehydes O O H O base acid a a enolate enol
Tautomerization Accelerated in Acid Step 1:Protonation on O Step 2:Deprotonation on C H H H0: HO: C=C<+H,0 keto form protonated carbonyl enol form
Tautomerization Accelerated in Acid
a-Halogenation C12,HOAc CI HCI
a-Halogenation O C l2, HOAc O Cl + HCl
Reaction Occurs via Enol H C12,HOAc HCI enol
Reaction Occurs via Enol O C l2, HOAc O Cl + HCl H + O H H O H - H+ O H2 O H C l Cl Cl C l enol
Tautomerization Acceleration in Base Step 1:Deprotonation on C Step 2:Reprotonation on O H0: H0C= -OH enol form keto form enolate ion (vinyl alcohol)
Tautomerization Acceleration in Base