ORG-05

Claisen keto–enol K

K = [keto]/[enol]. Carbonyl tautomer snapshot.

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EquilibriaClaisen

Governing equation

K=[\mathrm{keto}]/[\mathrm{enol}]

where

[keto]: Keto (mol/L)
[enol]: Enol (mol/L)
K: Keto/enol K (—)

Lecture brief

Historical brief

Hammett (1937) and Taft linear free-energy, E-factor green metrics, Woodward–Fieser UV and Claisen equilibria are how organic chemistry became predictive. The lab is substituent, waste and tautomer. This sheet (ORG-05 — Claisen keto–enol K) is the form associated with Claisen. Working symbols: $[keto]$ , $[enol]$ $\rightarrow$ $K$ . Simple ketones lie far toward keto; 1,3-dicarbonyls (the Claisen product family) enolise generously.

Purpose

Purpose: compute

K

from

[keto]

[enol]

in Organic chemistry via

K=[\mathrm{keto}]/[\mathrm{enol}]

K = [keto]/[enol]. Carbonyl tautomer snapshot. Use it when a real organic chemistry question must be answered in SI before a code check.

Live realistic example

In symbols

Live case. Given

[keto] = 0.900\,\mathrm{mol/L}

[enol] = 0.100\,\mathrm{mol/L}

, the governing relation

K=[\mathrm{keto}]/[\mathrm{enol}]

yields

K = 9.000\,\mathrm{—}

. Two tautomers, concentrations in the same solvent. Move a slider: the numbers are this situation, not a canned story.

Calculator

Inputs

Keto [keto]0.9 mol/LEnol [enol]0.1 mol/L

Outputs

Keto/enol K K9.000 —

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Narration of this film

Two tautomers, concentrations in the same solvent.

Simple ketones lie far toward keto; 1,3-dicarbonyls (the Claisen product family) enolise generously.

Reading speed

Watch on YouTube