text: organic chemistry - urgent? p-aminophenol reacts with acetic anhydride at the amino group rather than at the phenol group. briefly explain why the amino site is preferred over the phenol site. this is a step in making tylenol. this sounds too much like a homework problem for me to just give you an answer, but i can give you a very good hint.  the o atom and n atom in the para positions are on opposite sides of the benzene ring.  the oxygen is more electronegative of the two elements and will pull electron density out of the ring, which will resonate pulling electron density out of the n on the other side. this help?