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Question
Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating?
Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating?
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Solution
The correct option is A
This is the typical aldol condensation followed by E1CB elimination. You should look for α−β unsaturated ketone. Because of the hydroxide base, there will be a small amount of enolate in the reaction flash. The enolate behaves as a carbon nucleophile and then attacks the electrophilic carbonyl carbon to give he aldol condensation product, which (because there is heat), further undergoes E1CB elimination to give the following product:
This is the typical aldol condensation followed by E1CB elimination. You should look for α−β unsaturated ketone. Because of the hydroxide base, there will be a small amount of enolate in the reaction flash. The enolate behaves as a carbon nucleophile and then attacks the electrophilic carbonyl carbon to give he aldol condensation product, which (because there is heat), further undergoes E1CB elimination to give the following product:
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