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Question
Which of the following compounds will undergo self-condensation in the presence of dilute NaOH solution?
Options
C6H5CHO
CH3CH2CHO
(CH3)3C – CHO
H – CHO
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Solution
CH3CH2CHO
Explanation:
Aldehydes and ketones having at least one α-hydrogen undergo a reaction in the presence of dilute alkali as catalyst to form β-hydroxy aldehydes (aldol) or β-hydroxy ketones (ketol), respectively. This is known as Aldol reaction.
Because of the presence of α-hydrogen, CH3CH2CHO undergoes an aldol reaction.
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RELATED QUESTIONS
Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction.
- Methanal
- 2-Methylpentanal
- Benzaldehyde
- Benzophenone
- Cyclohexanone
- 1-Phenylpropanone
- Phenylacetaldehyde
- Butan-1-ol
- 2, 2-Dimethylbutanal
Give reasons Acetylation of aniline reduces its activation effect.
Explain aldol condensation reaction in detail.
Which of the following compounds do not undergo aldol condensation?
(i) \[\ce{CH3 - CHO}\]
(ii) 
(iii) \[\begin{array}{cc}
\phantom{}\ce{O}\\
\phantom{}||\\
\ce{CH3 - C - CH3}
\end{array}\]
(iv) \[\begin{array}{cc}
\phantom{}\ce{CH3}\\
|\phantom{...}\\
\ce{CH3 - C - CHO}\phantom{..}\\
|\phantom{...}\\
\phantom{}\ce{CH3}\\
\end{array}\]
Why is there a large difference in the boiling points of butanal and butan-1-ol?
What product will be formed on reaction of propanal with 2-methylpropanal in the presence of \[\ce{NaOH}\]? What products will be formed? Write the name of the reaction also.
Which of the following gives aldol con~ensation reaction?
Which of the following does not give aldol condensation reaction?
When acetaldehyde is treated with dilute NaOH, the following reaction is observed.
\[\begin{array}{cc}
\ce{2CH3 - CHO ->[dil.NaOH] CH3 - CH - CH2 - CHO}\\
\phantom{...............}|\\
\phantom{.................}\ce{OH}
\end{array}\]
- What are the functional groups in the product?
- Can another product be formed during the same reaction? (Deduce the answer by doing atomic audit of reactant and product).
- Is this an addition reaction or condensation reaction?
Write a note on the aldol condensation reaction of acetaldehyde.
