Azoles imidazole, oxazole, and thiazole

Imidazole (p/fa 7.0) is a stronger base than either pyridine (p/fa 5.2) or pyrrole (pA a — 3.8). When we compared the basicity of pyridine with that of the 

Imidazole (pATa 14.2) is also more acidic than pyrrole (pATa 17.5) this, again, is a feature conferred by symmetry and the enhanced resonance stabilization in the conjugate base. 

Oxazole (pATa 0.8) and thiazole (pATa 2.5) are weak bases. The basicity of the nitrogen is reduced by the presence of the other heteroatom. Oxygen and sulfur provide a stronger electron-withdrawing inductive 

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