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Which of the following compounds would not be a possible product from the mixed aldol reaction of acetaldehyde and butanal?
  • a)
    3-hydroxy butanal
  • b)
    2-ethyl-3-hydroxy butanal
  • c)
    3-ethyl-2-hydroxy hexanal
  • d)
    3-hydroxy hexanal
Correct answer is option 'C'. Can you explain this answer?
Most Upvoted Answer
Which of the following compounds would not be a possible product from ...
Explanation:

In the mixed aldol reaction, two different aldehydes or ketones are reacted with each other in the presence of a base to form a β-hydroxy aldehyde or ketone. The reaction involves the formation of an enolate intermediate, which then reacts with another aldehyde or ketone to form the product.

In the given question, we are considering the mixed aldol reaction between acetaldehyde and butanal. Let's analyze each option to determine which one is not a possible product.

a) 3-hydroxy butanal:
- Acetaldehyde reacts with itself to form the enolate intermediate.
- Butanal reacts with the enolate intermediate of acetaldehyde.
- The product formed is 3-hydroxy butanal.
- This is a possible product of the mixed aldol reaction.

b) 2-ethyl-3-hydroxy butanal:
- Acetaldehyde reacts with itself to form the enolate intermediate.
- Butanal reacts with the enolate intermediate of acetaldehyde.
- The product formed is 2-ethyl-3-hydroxy butanal.
- This is a possible product of the mixed aldol reaction.

c) 3-ethyl-2-hydroxy hexanal:
- Acetaldehyde reacts with itself to form the enolate intermediate.
- Butanal does not have any α-hydrogens, so it cannot form an enolate intermediate.
- Therefore, 3-ethyl-2-hydroxy hexanal is not a possible product of the mixed aldol reaction.

d) 3-hydroxy hexanal:
- Acetaldehyde reacts with itself to form the enolate intermediate.
- Butanal reacts with the enolate intermediate of acetaldehyde.
- The product formed is 3-hydroxy hexanal.
- This is a possible product of the mixed aldol reaction.

Conclusion:
Among the given options, 3-ethyl-2-hydroxy hexanal (option c) is not a possible product of the mixed aldol reaction between acetaldehyde and butanal. This is because butanal does not have any α-hydrogens, so it cannot form an enolate intermediate.
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Community Answer
Which of the following compounds would not be a possible product from ...
It is an α-hydroxy aldehyde, which is never formed in aldol condensation.
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Which of the following compounds would not be a possible product from the mixed aldol reaction of acetaldehyde and butanal?a)3-hydroxy butanalb)2-ethyl-3-hydroxy butanalc)3-ethyl-2-hydroxy hexanald)3-hydroxy hexanalCorrect answer is option 'C'. Can you explain this answer?
Question Description
Which of the following compounds would not be a possible product from the mixed aldol reaction of acetaldehyde and butanal?a)3-hydroxy butanalb)2-ethyl-3-hydroxy butanalc)3-ethyl-2-hydroxy hexanald)3-hydroxy hexanalCorrect answer is option 'C'. Can you explain this answer? for JEE 2024 is part of JEE preparation. The Question and answers have been prepared according to the JEE exam syllabus. Information about Which of the following compounds would not be a possible product from the mixed aldol reaction of acetaldehyde and butanal?a)3-hydroxy butanalb)2-ethyl-3-hydroxy butanalc)3-ethyl-2-hydroxy hexanald)3-hydroxy hexanalCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for JEE 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which of the following compounds would not be a possible product from the mixed aldol reaction of acetaldehyde and butanal?a)3-hydroxy butanalb)2-ethyl-3-hydroxy butanalc)3-ethyl-2-hydroxy hexanald)3-hydroxy hexanalCorrect answer is option 'C'. Can you explain this answer?.
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