Question
When semicarbazide reacts with a ketone(or aldehyde) to form semicarbazone. Only one nitrogen atom of semicarbazide acts as a nucleophile and attack the carbonyl carbon of the ketone. The product of the reaction consequently is R2C=N−NH−CONH2 rather than R2C=NCONH−NH2. What factor account for the fact that two nitrogen atoms of semicarbazide are relatively non nucleophilic?