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REACTION WITH SEMICARBAZIDE...

REACTION WITH SEMICARBAZIDE

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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 fo the reaction consequently is R_(2)C=N- NH-CONH_(2) rather than R_(2)C=NCONH-NH_2 . what factor account for the fact that two nitrogen atoms of semicarbazide are relatively non nucleophilic ?

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Name the structure of the product formed when formaldehyde reacts with semicarbazide (NH_(2)CONHNH_(2)) .

Arrange the following compounds in decreasing order of nucleophilic addition with semicarbazide NH_(2)NHCONH_(2) i.e., ddot(N)H_(2)-ddot(Z)

Aldehydes and ketones undergo nucleophilic addition reactions. With weak nucleophiles such as ammonia and its derivatives, (H_2 N-Z) , aldehydes and ketones react in weakly acidic medium to form compounds containing carbonnitrogen double bond with the elimination of water to form . Aldehydes can be easily oxidised to carboxylic acid on treatment with common oxidising agents like KMnO_4 K_2 Cr_2 O_7 , HNO_3 , etc. The carboxylic acid formed contain the same number of carbon atoms as the aldehydes. However ketones under drastic conditions with powerful oxidising agents undergo cleavage of C-C bond giving mixture of carboxylic acids having lesser number of C atoms than the original ketone. Write the reaction of acetone with semicarbazide.

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