22.1: Keto-Enol Tautomerism - Chemistry LibreTexts
Mechanism for Catalyzed Keto-Enol Tautomerization. The enol tautomer has valuable nucleophilic characteristics. In neutral media, tautomerization is slow but it can be speed up by catalysis with acids or bases. Both pathways involve two separate proton transfer steps.
Enol Reactions: Acid-Catalyzed Aldol, Halogenation, and ...
Jun 2, 2010 · In this post we’ll have lots to say about the role of acid catalysis in helping to promote keto-enol tautomerism, as well as more discussion on how acid accelerates reactions along the lines of “the conjugate acid is a better electrophile” and “the conjugate acid is …
Keto Enol Tautomerization - Chemistry Steps
Acid-Catalyzed Keto-Enol Tautomerization The first step is the protonation of the oxygen by the acid forming a resonance-stabilized oxocarbenium ion. This is essentially the activation of the carbonyl which now makes it possible to deprotonate the alpha position.
22.1 Keto–Enol Tautomerism - Organic Chemistry - OpenStax
Keto–enol tautomerism of carbonyl compounds is catalyzed by both acids and bases. Acid catalysis occurs by protonation of the carbonyl oxygen atom to give an intermediate cation that loses H + from its α carbon to yield a neutral enol (Figure 22.2a).
Keto-Enol Tautomerism : Key Points - Master Organic Chemistry
Jun 21, 2022 · I think we can safely say that the first step is acid-catalyzed keto-enol tautomerism. This gives us a nucleophilic enol, which can then react with Br 2 to form a new C-Br bond. Deprotonation then gives the neutral alpha-bromo ketone.
22.1: Keto-Enol Tautomerism - Chemistry LibreTexts
Sep 30, 2024 · Keto–enol tautomerism of carbonyl compounds is catalyzed by both acids and bases. Acid catalysis occurs by protonation of the carbonyl oxygen atom to give an intermediate cation that loses H + from its α carbon to yield a neutral enol (Figure \(\PageIndex{1a}\)).
18.6: Keto-Enol Tautomerism - Chemistry LibreTexts
May 22, 2020 · In the acid-catalyzed tautomerization, the alkene acts as a base and a proton from the acid is added to the p-bond with formation of the most stable carbocation. EXAMPLE: Acid-catalyzed tautomerization