Which compound is more reactive towards acetylation, 4-aminophenol or 4-aminocyclohexanol?
4-aminocyclohexanol should be more reactive towards acetylation because the reactivity depends on the availability of the lone pair on N to be able to attack the C atom during acetylation. Since in 4-aminophenol the lone pair resonates in the benzene ring, its availability to attack will get reduced making it lesser reactive towards acetylation.