Aldol condensation of Cyclohexanone (Step by step)

We already know about What is Aldol Condensation ?

So now we are going to solve same the aldol condensation of cyclohexanone. The chemical formula for the cyclohexanone is C6H10O. The structure of the cyclohexanone is given below

General Reaction (aldol condensation of cyclohexanone)

Generally the aldol condensation of cyclohexanone occurs as a Inter-molecular aldol condensation

Reaction Mechanism :

The reaction mechanism for aldol condensation of cyclohexanone is a step wise process.

Step 1 : (Formation of Carbanion)

In the first step of the cyclohexanone aldol reaction, an carbanion gets formed as usual like a normal aldol condensation. The Base (Hydroxide ion) abstract the Alpha-Hydrogen of the cyclohexanone. This molecule contains two Alpha-Carbons (Carbon that present nearby to functional group attached carbon) so here any of the Alpha-Hydrogen can abstracted. It leads to formation of carbanion. And it undergoes Enolate-carbanion stabilization

Step 2 : (Attack on Electrophilic Centre)

In this step, the formed carbanion in previous step is attack the Electrophilic Centre of another cyclohexanone molecule. That’s why it is called as Inter-molecular aldol condensation

Step 3 : (Acid workup)

Here just a bit of acid is added to convert the enolate oxygen ion into its hydroxy form and the formed product is called as Aldol product of cyclohexanone

Step 4 : (Dehydration)

The formed aldol product of cyclohexanone undergoes dehydration with higher temperature and it forms the condensation product (Water molecule is eliminated)

Conclusion :

 

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