Beta-Keto Acids Are Unusually Unstable and Will Lose the Carboxylate

Beta-keto acids are unusually unstable and will lose the carboxylate group under certain conditions where both a general acid and base are involved. During this process, CO₂ is lost and the original beta-keto acid is converted into a ketone. For the following reaction, show a stepwise mechanism, with electron pushing arrows, in the formation of the products. Make special note of any resonance stabilized intermediates in this reaction.

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