Question

Compound A undergoes a reaction with acetic anhydride in the presence of pyridine, resulting in the formation of C₆H₅NHCOCH₃. Furthermore, Compound A does not undergo Friedel-Crafts reaction. Answer the following:

Write the reaction that illustrates the formation of C₆H₅NHCOCH₃ from Compound A.

Answer 1

An amine, likely aniline, reacts with acetic anhydride in the presence of pyridine to form the amide C₆H₅NHCOCH₃, also known as acetanilide.

Step-by-step explanation:

The formation of C₆H₅NHCOCH₃ from Compound A involves an acylation reaction in organic chemistry where acetic anhydride reacts with an amine. Since Compound A does not participate in a Friedel-Crafts reaction, it is implied that it may be an amine, particularly aniline (C₆H₅NH₂), which is consistent with the molecular formula of the formed compound. The structure of C₆H₅NHCOCH₃ suggests that Compound A must have a free amino group (NH₂) that can react with acetic anhydride to form the amide bond (NHCO).

The reaction can be written as:

C₆H₅NH₂ + (CH₃CO)₂O → C₆H₅NHCOCH₃ + CH₃COOH

Aniline reacts with acetic anhydride in the presence of pyridine, which acts as a base to scavenge the produced acetic acid, driving the reaction to completion and forming the desired acetanilide.