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Question
Why is alpha (α) hydrogen of carbonyl compounds acidic in nature?
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Solution
The acidity of α carbonyl group is due to strong electron withdrawing effect of carbonyl group and resonance stabilization of conjugate base.
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RELATED QUESTIONS
Write the products formed when CH3CHO reacts with the following reagents: CH3CHO in the presence of dilute NaOH
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
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.
Describe the following:
Cross aldol condensation
Write a chemical equation for the following reaction:
Propanone is treated with dilute Ba( OH)2.
Cannizaro’s reaction is not given by ______.
Why is there a large difference in the boiling points of butanal and butan-1-ol?
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.
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?
