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Topic: Alpha-hydrogen acidity, aldol, Cannizzaro, haloform· Organic Compounds Containing Oxygen

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 ?

four product structure options

1. [structure: 2-cyclohexylidenecyclohexanone]

2. [structure: bicyclohexyl, OH on carbon adjacent to ring junction, no C=O]

3. [structure: bi-cyclohexylidene with two C=O]

4. [structure: 2-(2-hydroxycyclohexyl)cyclohexanone]

1 answer

Best answer

Answer: 1. [structure: 2-cyclohexylidenecyclohexanone]

Key idea: aldol condensation = aldol addition followed by loss of water on heating, giving an alpha,beta-unsaturated ketone.

Two cyclohexanone molecules combine: the enolate of one attacks the C=O of the other, giving the aldol (2-(1-hydroxycyclohexyl)cyclohexanone). Heating removes \(\mathrm{H_2O}\) and forms 2-cyclohexylidenecyclohexanone, which has one C=O and a C=C conjugated with it. This is option 1.

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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