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Question
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.
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Solution
It is cross Aldol condensation
\[\begin{array}{cc}
\phantom{}\ce{CH3}\phantom{.................}\ce{OH}\phantom{...............}\ce{CH3}\phantom{..........}\ce{CH3}\phantom{............}\ce{CH3}\phantom{.}\ce{OH}\phantom{...}\ce{CH3}\phantom{....}\ce{H3C}\phantom{...}\\
\phantom{}|\phantom{....................}|\phantom{..................}|\phantom{.............}|\phantom{................}|\phantom{....}|\phantom{......}|\phantom{...........}\backslash\phantom{.}\\
\phantom{}\ce{CH3CH2CHO + CH3CHCH3 -> CH3CH2CH - C - CHO + CH2 - CH = C - CHO + CH3C - CH - C - CHO + CH - CH = C - CHO}\phantom{}\\
\phantom{................................................................}|\phantom{..........................}|\phantom{...........}/\phantom{.............}|\phantom{}\\
\phantom{...................................................................}\ce{CH3}\phantom{.......................}\ce{CH3}\phantom{...}\ce{H3C}\phantom{...............}\ce{CH3}\phantom{}
\end{array}\]
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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
How will you bring about the following conversion in not more than two steps?
Benzaldehyde to 3-Phenylpropan-1-ol
Why is alpha (α) hydrogen of carbonyl compounds acidic in nature?
Explain aldol condensation reaction in detail.
Cannizaro’s reaction is not given by ______.
Which of the following conversions can be carried out by Clemmensen Reduction?
(i) Benzaldehyde into benzyl alcohol
(ii) Cyclohexanone into cyclohexane
(iii) Benzoyl chloride into benzaldehyde
(iv) Benzophenone into diphenyl methane
Compound ‘A’ was prepared by oxidation of compound ‘B’ with alkaline \[\ce{KMnO4}\]. Compound ‘A’ on reduction with lithium aluminium hydride gets converted back to compound ‘B’. When compound ‘A’ is heated with compound B in the presence of \[\ce{H2SO4}\] it produces fruity smell of compound C to which family the compounds ‘A’, ‘B’ and ‘C’ belong to?
Give reasons to support the answer:
Presence of Alpha hydrogen in aldehydes and ketones is essential for aldol condensation.
Cross aldol condensation occurs between
Which of the following gives aldol con~ensation reaction?
Identify A and B from the following reaction:
\[\begin{array}{cc}
\ce{CH3}\phantom{.................}\\
|\phantom{....................}\\
\phantom{}\ce{2CH3 - C = O ->[Ba(OH)2] A ->[Δ] B + H2O}
\end{array}\]
Predict the reagent for carrying out the following transformations:
Ethanal to 3-hydroxy butanal
The major product of the following reaction is:

Assertion (A): The final product in Aldol condensation is always α, β-unsaturated carbonyl compound.
Reason (R): α, β-unsaturated carbonyl compounds are stabilised due to conjugation.

Identify A and B:
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.
Which one of the following undergoes reaction with 50% sodiumhydroxide solution to give the corresponding alcohol and acid:
