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NEET CHEMISTRYAldehydes, Ketones and Carboxylic AcidsMedium

Question

Which product is generated when cyclohexanone undergoes aldol condensation and is subsequently heated?

A

Option 1 (Image Missing)

B

Option 2 (Image Missing)

C

Option 3: 4.

D

Option 4 (Image Missing)

Step-by-Step Solution

The reaction involves two molecules of cyclohexanone reacting in the presence of a base (dilute NaOH) followed by heating (acidic dehydration is also common).

  1. Aldol Formation: One molecule of cyclohexanone forms an enolate ion (removal of α\alpha-hydrogen) which attacks the carbonyl carbon of the second cyclohexanone molecule. This yields a β\beta-hydroxy ketone (ketol) intermediate: 2-(1-hydroxycyclohexyl)cyclohexanone.
  2. Condensation (Dehydration): Upon heating, a water molecule is eliminated from the β\beta-hydroxy ketone (specifically involving the α\alpha-hydrogen and the β\beta-hydroxyl group) to form a stable, conjugated α,β\alpha,\beta-unsaturated ketone.

The final product is 2-cyclohexylidenecyclohexanone.

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Aldehydes, Ketones and Carboxylic Acids. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYAldehydes, Ketones and Carboxylic Acidsproductgeneratedcyclohexanoneundergoescondensation

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