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Question

(B) The dianion is an enolate derivative of a $\beta$-dicarbonyl compound. The two oxygen atoms have different electronic environments. The oxygen on

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The oxygen atom on the right is protonated.

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(B) The dianion is an enolate derivative of a $\beta$-dicarbonyl compound. The two oxygen atoms have different electronic environments. The oxygen on the left is part of an enolate system that is more conjugated and thus more stable as an anion. The oxygen on the right is part of a system that is less stable as an anion,making it a stronger base. According to the principle that the stronger base reacts preferentially with an acid,the oxygen on the right will be protonated first to form the more stable product.

Based upon an understanding of product stability,predict the product formed when the following dianion reacts with one equivalent of acid $(H^+)$.

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