Which of the following reactions is not an example for nucleophilic addition-elimination reaction?
- CH3CHO + NH3 CH3CH=NH + H2O
- CH3CHO + NaHSO3 CH3- H | OH |C-SO3Na
- CH3CHO + NH2OH CH3CH=N-OH + H2O
- CH3CHO + C6H5NHNH2 CH3CH=N-NHC6H5 + H2O
Answer
(2) CH3CHO + NaHSO3 CH3- H | OH |C-SO3Na
Solution
As per NCERT, ammonia and its derivatives (H2N-Z) add to the carbonyl group and the adduct then loses a water molecule; this is an addition–elimination reaction, giving imines, oximes, hydrazones etc. Reactions (1), (3) and (4) belong to this type (H2O is eliminated).
In (2), sodium hydrogensulphite simply adds to the carbonyl group to form the crystalline bisulphite addition compound; nothing is eliminated it is only a nucleophilic addition reaction.
Answer: (2)