
What is the product of the aldol condensation between cyclopentanone and 4-methylbenzaldehyde?
Answer
516.3k+ 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
The number of solutions in x in 02pi for which sqrt class 12 maths CBSE

Write any two methods of preparation of phenol Give class 12 chemistry CBSE

Differentiate between action potential and resting class 12 biology CBSE

Two plane mirrors arranged at right angles to each class 12 physics CBSE

Which of the following molecules is are chiral A I class 12 chemistry CBSE

Name different types of neurons and give one function class 12 biology CBSE

Trending doubts
Which are the Top 10 Largest Countries of the World?

What are the major means of transport Explain each class 12 social science CBSE

Draw a labelled sketch of the human eye class 12 physics CBSE

Differentiate between insitu conservation and exsitu class 12 biology CBSE

The computer jargonwwww stands for Aworld wide web class 12 physics CBSE

State the principle of an ac generator and explain class 12 physics CBSE

