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Question

In the following reaction 

the major product [X] is

The correct answer is

The given reaction involves a process called decarboxylation, which is a common reaction for beta-keto esters. In this reaction, the beta-keto ester undergoes heating to lose carbon dioxide (CO2), leading to the formation of an enol, which can tautomerize to a more stable keto form.

  1. Identify the beta-keto ester: The compound provided is an ethyl ester with a carbonyl group two carbon atoms away from an ethoxy group (alkene). This structure is characteristic of beta-keto esters.

  2. Mechanism of decarboxylation:

    • Heat causes the formation of an enolate ion as the beta-keto ester loses CO2.
    • The enolate tautomerizes to form a more stable ketone.
  3. Predict the product structure:

    • The remaining structure after CO2 loss will correspond to a pentane derivative with a methyl side chain.
    • This matches the structure given in the correct option provided as the answer.

Therefore, the major product [X] formed is the ketone as depicted in the option with data-src-id "69879ec44ff7d55a3b543bf9".

Conclusion: The decarboxylation of the given beta-keto ester leads to the formation of a ketone product, which is the most stable form after the reaction.

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Important Questions from Organic Transformations

  1. The major products X and Y in the following reaction sequence are 

  2. The following conversion is an example of 

  3. The major product formed in the reaction given below is

  4. In the following reaction 

    the major product [X] is

  5. In the following reaction 

    the major product [X] is

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