Which of the following reagents reacts in three distinct ways with formaldehyde ( HCHO ), acetaldehyde ( CH ₃ CHO ), and benzaldehyde ( C ₆ H ₅ CHO ) to yield different types of products?

Step-by-step solution

Formaldehyde reacts with ammonia to form urotropine (hexamethylenetetramine), which has a cage-like structure. 6 HCHO + 4 NH ₃ ( CH ₂)₆ N ₄ + 6 H ₂ O Acetaldehyde reacts with ammonia to form an addition product, acetaldehyde ammonia, which loses water to form an imine. CH ₃ CHO + NH ₃ CH ₃ CH ( OH ) NH ₂ CH ₃ CH = NH + H ₂ O Benzaldehyde reacts with ammonia to form a complex di-imine known as hydrobenzamide. 3 C ₆ H ₅ CHO + 2 NH ₃ ( C ₆ H ₅ CH )₃ N ₂ + 3 H ₂ O Phenylhydrazine reacts with all three aldehydes to form