Question:
Which of the following does not undergo disproportionation reaction in the presence of concentrated NaOH?
Which of the following does not undergo disproportionation reaction in the presence of concentrated NaOH?
Show Hint
Cannizzaro reaction occurs only for aldehydes
\[
\boxed{\text{without }\alpha\text{-hydrogen}.}
\]
Aldehydes containing an \(\alpha\)-hydrogen undergo
\[
\boxed{\text{Aldol condensation}}
\]
instead.
Updated On: Jul 18, 2026
- HCHO
- \(\mathrm{C_6H_5CHO}\)
- \((\mathrm{CH_3})_3\mathrm{CCHO}\)
- \(\mathrm{CH_3CH_2CHO}\)
Show Solution
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The Correct Option is D
Solution and Explanation
Step 1: Recall the Cannizzaro reaction.
Aldehydes that do not contain an \(\alpha\)-hydrogen undergo disproportionation (Cannizzaro reaction) in concentrated NaOH.
Step 2: Examine the given aldehydes. \[ \mathrm{HCHO},\; \mathrm{C_6H_5CHO}, \] and \[ (\mathrm{CH_3})_3\mathrm{CCHO} \] do not possess an \(\alpha\)-hydrogen. Hence, they undergo the Cannizzaro reaction. However, \[ \boxed{\mathrm{CH_3CH_2CHO}} \] contains an \(\alpha\)-hydrogen. Therefore, it undergoes aldol condensation instead of the Cannizzaro reaction.
Step 3: Choose the correct option. Hence, \[ \boxed{\mathrm{CH_3CH_2CHO}} \] does not undergo disproportionation in concentrated NaOH. Therefore, the correct option is \(\boxed{(D)}\).
Step 2: Examine the given aldehydes. \[ \mathrm{HCHO},\; \mathrm{C_6H_5CHO}, \] and \[ (\mathrm{CH_3})_3\mathrm{CCHO} \] do not possess an \(\alpha\)-hydrogen. Hence, they undergo the Cannizzaro reaction. However, \[ \boxed{\mathrm{CH_3CH_2CHO}} \] contains an \(\alpha\)-hydrogen. Therefore, it undergoes aldol condensation instead of the Cannizzaro reaction.
Step 3: Choose the correct option. Hence, \[ \boxed{\mathrm{CH_3CH_2CHO}} \] does not undergo disproportionation in concentrated NaOH. Therefore, the correct option is \(\boxed{(D)}\).
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