
(a)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an
(b)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an alkyl halide. The anion abstracts the alkyl group from the alkyl halide. On heating, decarboxylation takes place which gives the desired carboxylic acid.
(c)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an alkyl halide. The anion abstracts the alkyl group from the alkyl halide. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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Chapter 17 Solutions
EBK ORGANIC CHEMISTRY
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