Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating?
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Answer
(1) [figure]
Solution
Cyclohexanone has α-hydrogens, so with dilute alkali one molecule (as its carbanion) adds to the C=O group of another molecule to give a β-hydroxy ketone (aldol):
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On heating, the aldol loses a water molecule to give the α,β-unsaturated ketone (aldol condensation product):
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∴ The product is 2-cyclohexylidenecyclohexan-1-one.
Answer: (1)