Sample 1Medium
A reaction scheme shows two molecules of benzaldehyde, C6H5CHO, heated with concentrated aqueous sodium hydroxide, the arrow leading to two products X and Y. What are X and Y?
- A
Benzoic acid and benzene
- B
An aldol, 3-hydroxy-2,3-diphenylpropanal, and water
- C
Toluene and sodium benzoate
- D
Benzyl alcohol and sodium benzoate
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The answer is D.Aldehydes with no α-hydrogen undergo the Cannizzaro reaction with concentrated alkali. One molecule of benzaldehyde is reduced to benzyl alcohol and the other is oxidised to sodium benzoate.
- A.
Benzaldehyde is not decarboxylated here; one molecule is oxidised to the benzoate salt and the other reduced to the alcohol.
- B.
Benzaldehyde has no α-hydrogen, so it cannot undergo aldol condensation.
- C.
The reduced product is the alcohol, C6H5CH2OH, not the hydrocarbon toluene.
NCERT: Class 12 Chemistry, Chapter 8
Sample 2NEET level
Match the reactions in List I with the reagents used in List II. List I: A. Rosenmund reduction B. Stephen reaction C. Clemmensen reduction D. Etard reaction List II: I. CrO2Cl2 in CS2, then H3O⁺ II. Zn-Hg and concentrated HCl III. H2, Pd-BaSO4 IV. SnCl2 and HCl, then H3O⁺
- A
A-IV, B-III, C-II, D-I
- B
A-III, B-IV, C-II, D-I
- C
A-III, B-IV, C-I, D-II
- D
A-II, B-IV, C-III, D-I
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The answer is B.Rosenmund reduction converts acyl chlorides to aldehydes with H2 over Pd on BaSO4, and the Stephen reaction reduces nitriles to aldehydes with SnCl2/HCl followed by hydrolysis. Clemmensen reduction converts C=O to CH2 with zinc amalgam and concentrated HCl, and the Etard reaction oxidises toluene to benzaldehyde with chromyl chloride.
- A.
Swaps the reagents of the Rosenmund and Stephen reactions.
- C.
Swaps Clemmensen (Zn-Hg/HCl) and Etard (CrO2Cl2) reagents.
- D.
Rosenmund uses H2/Pd-BaSO4, not Zn-Hg/HCl, which is Clemmensen's reagent.
NCERT: Class 12 Chemistry, Unit 8 (Aldehydes, Ketones and Carboxylic Acids), Preparation of Aldehydes and Ketones and Chemical Reactions: Reduction