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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
What is meant by the following term? Give an example of the reaction in the following case.
Aldol
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 convert ethanal into the following compound?
But-2-enal
Write structural formulas and names of four possible aldol condensation products from propanal and butanal. In each case, indicate which aldehyde acts as nucleophile and which as electrophile.
Why is alpha (α) hydrogen of carbonyl compounds acidic in nature?
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
Why is there a large difference in the boiling points of butanal and butan-1-ol?
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?
Assertion: Aromatic aldehydes and formaldehyde undergo Cannizaro reaction.
Reason: Aromatic aldehydes are almost as reactive as formaldehyde.
Which of the following gives aldol con~ensation reaction?
Convert the following:
Acetaldehyde to But-2-enal
Predict the reagent for carrying out the following transformations:
Ethanal to 3-hydroxy butanal
Why is the α-hydrogens of aldehydes and ketones are acidic in nature?
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?
