Protonation and deprotonation processes in aromatic molecules such as phenols are important in organic chemistry and biochemistry . Through the deprotonation of phenol, the phenoxide or phenolate ion is formed, stabilized by resonance. In comparison with phenol, the phenoxide ion is more stable because of the high displacement of the negative charge on the aromatic ring. The resonance structures of phenol involve separation of negative and positive charges. Thus, phenol is more likely to form phenoxide, releasing the proton .