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CHE 008B A01 SS1 2025 Lecture 14 - Claisen Condensation

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The Claisen condensation first forms an ion which undergoes a to give the beta-ketoester. This product immediately undergoes an acid base reaction because it's pKa is about which is favored over the ester who's pKa is about .

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To tackle the prompt, I’ll walk through each blank and connect the concepts involved in a Claisen condensation sequence. Blank 1: The reaction begins with the formation of a reactive species from the ester that will attack another carbonyl compound. In this context, the species is an enolate, which is the deprotonated form adjacent to a carbonyl that can act as a nucleophile in subsequent steps. The term enolate is the standard description of that......Login to view full explanation

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Assign each of these statements as True or False. True Intramolecular Claisen condensations prefer 5 or 6 member rings. False Using a ketone as an enolate in a Claisen condensation gives a beta-diester. True Claisen condensations require 1 or more alpha H to form an enolate ion nucleophile to give a good yield. True The product of a Claisen condensation is more acidic than the starting material.

Which of these could be a nucleophile for a Claisen Condensation? (select all that apply)

The Claisen condensation is analogous to the reaction of aldehydes but with esters.

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