
What is the product of the aldol condensation between cyclopentanone and 4-methylbenzaldehyde?
Answer
524.4k+ views
Hint: We have to remember that the aldol condensation is a natural response where an enolate particle responds with a carbonyl compound to shape a $\beta - {\text{hydroxyaldehyde}}$ or $\beta - {\text{hydroxyketone}}$. Hydroxide capacities as a base and consequently, moves the acidic alpha-hydrogen delivering the responsive enolate particle. This response can be viewed as a corrosive base response. The aldehyde is assaulted at the electrophilic carbonyl carbon by the nucleophilic enolate particle. This assault is a nucleophilic expansion response and gives alkoxide middle. The alkoxide deprotonates water atoms, subsequently creating hydroxide and the $\beta - {\text{hydroxy aldehyde}}$.
Complete step by step answer:
We have to know the aldol would then be able to dry out to shape a $\alpha ,\beta - $ unsaturated carbonyl compound. The interaction requires a functioning methylene nearby a carbonyl gathering. On the off chance that there are two dynamic methylene the buildup can happen on each side of the carbonyl gathering.
Now, the product of the aldol condensation between cyclopentanone and $4 - methylbenzaldehyde$ is $(2E,5E) - 2,5 - bis(4 - methylbenzylidene)cyclopentanone$
The structure of $(2E,5E) - 2,5 - bis(4 - methylbenzylidene)cyclopentanone$ has to be drawn below,
We have to see the $E,E$ isomer ought to be highly steady, in light of the fact that the steric connections of the ortho hydrogens with the hydrogen atom on the cyclopentane ring are more modest than the carbonyl oxygen.
Note: We have to know that within the sight of a suitable base, acetone can go through self-aldol buildup to an alpha-beta unsaturated ketone. The base will respond with acetone to create an enolate, which will to another particle of acetone to achieve the self-aldol buildup.
Formaldehyde does not contain alpha hydrogen particles. Consequently, it does not go through aldol buildup response.
Complete step by step answer:
We have to know the aldol would then be able to dry out to shape a $\alpha ,\beta - $ unsaturated carbonyl compound. The interaction requires a functioning methylene nearby a carbonyl gathering. On the off chance that there are two dynamic methylene the buildup can happen on each side of the carbonyl gathering.
Now, the product of the aldol condensation between cyclopentanone and $4 - methylbenzaldehyde$ is $(2E,5E) - 2,5 - bis(4 - methylbenzylidene)cyclopentanone$
The structure of $(2E,5E) - 2,5 - bis(4 - methylbenzylidene)cyclopentanone$ has to be drawn below,
We have to see the $E,E$ isomer ought to be highly steady, in light of the fact that the steric connections of the ortho hydrogens with the hydrogen atom on the cyclopentane ring are more modest than the carbonyl oxygen.
Note: We have to know that within the sight of a suitable base, acetone can go through self-aldol buildup to an alpha-beta unsaturated ketone. The base will respond with acetone to create an enolate, which will to another particle of acetone to achieve the self-aldol buildup.
Formaldehyde does not contain alpha hydrogen particles. Consequently, it does not go through aldol buildup response.
Recently Updated Pages
Master Class 12 Economics: Engaging Questions & Answers for Success

Master Class 12 Physics: Engaging Questions & Answers for Success

Master Class 12 English: Engaging Questions & Answers for Success

Master Class 12 Social Science: Engaging Questions & Answers for Success

Master Class 12 Maths: Engaging Questions & Answers for Success

Master Class 12 Business Studies: Engaging Questions & Answers for Success

Trending doubts
Why cannot DNA pass through cell membranes class 12 biology CBSE

Draw a neat and well labeled diagram of TS of ovary class 12 biology CBSE

In a human foetus the limbs and digits develop after class 12 biology CBSE

AABbCc genotype forms how many types of gametes a 4 class 12 biology CBSE

Differentiate between homogeneous and heterogeneous class 12 chemistry CBSE

The correct structure of ethylenediaminetetraacetic class 12 chemistry CBSE

