13. Draw and name the carboxylic acid that is formed when the malonic ester synthesis is carried out with one equivalent of a malonic ester, one equivalent of 1,5-dibromopentane, and two equivalents of base.

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**Question 13:**

Draw and name the carboxylic acid that is formed when the malonic ester synthesis is carried out with one equivalent of a malonic ester, one equivalent of 1,5-dibromopentane, and two equivalents of base.

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**Explanation:**

In this synthesis process, a malonic ester reacts with a dihaloalkane (1,5-dibromopentane) in the presence of a base, typically resulting in the formation of a carboxylic acid after hydrolysis and decarboxylation. The base deprotonates the malonic ester, facilitating the alkylation with the dibromo compound, which leads to the formation of a dicarboxylic acid intermediate. Further hydrolysis and decarboxylation convert this intermediate into the final carboxylic acid product.

The specifics of the reaction mechanism, as well as potential resonance structures and stereochemical considerations, are critical for a comprehensive understanding of the process and could be detailed in supplementary diagrams or notes on the educational website.
Transcribed Image Text:**Question 13:** Draw and name the carboxylic acid that is formed when the malonic ester synthesis is carried out with one equivalent of a malonic ester, one equivalent of 1,5-dibromopentane, and two equivalents of base. --- **Explanation:** In this synthesis process, a malonic ester reacts with a dihaloalkane (1,5-dibromopentane) in the presence of a base, typically resulting in the formation of a carboxylic acid after hydrolysis and decarboxylation. The base deprotonates the malonic ester, facilitating the alkylation with the dibromo compound, which leads to the formation of a dicarboxylic acid intermediate. Further hydrolysis and decarboxylation convert this intermediate into the final carboxylic acid product. The specifics of the reaction mechanism, as well as potential resonance structures and stereochemical considerations, are critical for a comprehensive understanding of the process and could be detailed in supplementary diagrams or notes on the educational website.
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