Which one of the following would not give an appreciable yield of Claisen condensation product?

Ethyl hexanoate

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Ethyl 3-methyl hexanoate

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Ethyl 2-methyl hexanoate

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Ethyl 4-methyl hexanoate

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Solution

The correct option is C Ethyl 2-methyl hexanoate
The Claisen condensation is a carbon-carbon bond-forming reaction that occurs between two esters, or one ester and another carbonyl compound in the presence of a strong base, resulting in a -keto ester or a -diketone.

But in case of, ethyl 2-methyl hexanoate resulting product will not deprotonate to enolate which is essential for driving the reaction, so it will not perform this reaction.

Hence, the correct option is C.

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