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Effects of substituents on the acidity of phenols: Existence of electron attracting group, (for example-NO2, -X, - NR, -CN, -CHO, -COOH) on the benzene ring increases the acidity of phenol since it enables the ring to draw much more electrons from the phenoxy oxygen and so releasing easily the proton.
The basicity of amines depends on: 1  The electronic properties of the substituents (alkyl groups enhance the basicity, aryl groups diminish it). 2  The degree of solvation of the protonated amine, which includes steric hindrance by the groups on nitrogen.