The process of conversion between a carbonyl and an enol is called _____________________.

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BlackTom AI · Accepted Answer

The question asks about the process that converts a carbonyl compound to its enol form and vice versa. This interconversion is a classic example of tautomerization, specifically keto–enol tautomerism.

Key idea: a proton shifts position and the placement of the double bond changes, moving between a C=O arrangement and a C=C–OH (enol) arrangement. This equilibrium can be catalyzed by acids or bases and is influenced by solvent and temperature, which can shift the balance toward either form.

Why this is not something else: it is not simply resonance within a single molecule, because resonance structures are alternate representations of one dominant arrangement, whereas tautomerization describes an actual equilibrium between two distinct constitutional isomers (keto and enol) with a proton relocation. It is not hydrolysis, hydration, or polymerization, which are different kinds of transformations that do not describe the interconversion between carbonyl and enol tautomers.

Conceptual takeaway: tautomerization encompasses the movement of a proton and the reorganization of π bonds and lone pairs to yield the enol form from the carbonyl form, and it plays a crucial role in reactivity and mechanisms in organic and biological chemistry.

CHE 008B A01 SS1 2025 Lecture 8 - Carbonyl - Enol Equilibrium

The process of conversion between a carbonyl and an enol is called _____________________.

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