acids and bases connecting to hybridization

[Nadia Nichol]

Could anyone explain how hybridization of atomic orbitals influences the acidic or basic properties of molecules? If possible can you provide some examples of compounds where hybridization is crucial in determining acidity or basicity and explain the connection between the strength of the acidity to hybridization??

[Fernell_Orellana_3C]

Hello,

Hybridization of atomic orbitals affects the acidity or basicity of molecules by altering the electron density and bond angles, which in turn influence the stability of the conjugate base or acid. For example, in acetic acid, the sp² hybridization of the oxygen atom in the carboxyl group makes the conjugate base (acetate ion) more stable due to delocalization of electrons, enhancing its acidity. Conversely, in ammonia (NH₃), the nitrogen atom is sp³ hybridized, which makes it a better electron pair donor and hence a stronger base.