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Multiple Choice

Benzaldehyde with phenylhydrazine yields which type of product?

When a carbonyl compound reacts with a hydrazine derivative, the carbonyl oxygen is expelled as water and the carbon forms a C=N bond to the hydrazine nitrogen. This creates a hydrazone, a compound with the C=N-NR' linkage. With benzaldehyde and phenylhydrazine, the product is benzaldehyde phenylhydrazone, structurally Ph-CH=N-NH-Ph. This is different from an aldol product or a simple imine formed with a regular amine, and it reflects the unique chemistry of hydrazine adding to carbonyls to give hydrazones.

When a carbonyl compound reacts with a hydrazine derivative, the carbonyl oxygen is expelled as water and the carbon forms a C=N bond to the hydrazine nitrogen. This creates a hydrazone, a compound with the C=N-NR' linkage. With benzaldehyde and phenylhydrazine, the product is benzaldehyde phenylhydrazone, structurally Ph-CH=N-NH-Ph. This is different from an aldol product or a simple imine formed with a regular amine, and it reflects the unique chemistry of hydrazine adding to carbonyls to give hydrazones.