Consider the reaction: RCHO + NH₂NH₂ → RCH=N-NH₂. What sort of reaction is it?

Consider the reaction: $RCHO + NH_2NH_2 \rightarrow RCH=N-NH_2$. What sort of reaction is it?
A Nucleophilic addition - elimination reaction
B Electrophilic addition - elimination reaction
C Free radical addition - elimination reaction
D Electrophilic substitution elimination reaction

Detailed Solution

Hydrazine has a lone pair on nitrogen and acts as a nucleophile.
Step 1 (nucleophilic addition): $NH_2NH_2$ attacks the carbonyl carbon of RCHO to give $RCH(OH)-NH-NH_2$.
Step 2 (elimination): a molecule of water is lost to give the hydrazone $RCH=N-NH_2$.
So it is a nucleophilic addition–elimination reaction.

Nucleophilic addition reactions in past papers

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Practise Nucleophilic addition reactions All 4 questions This chapter in 2012 AIPMT-MAINS