Do delocalisation of negitive charge deacrease stability of base
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The base-stabilizing effect of an aromatic ring can be accentuated by the presence of an additional electron-withdrawing substituent, such as a carbonyl. ... The phenol acid therefore has a pKa similar to that of a carboxylic acid, where the negative charge on the conjugate base is also delocalized to two oxygen atoms.
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The delocalization of electrons increases the stability of a molecule by resonance. ... Because these delocalized electrons can occupy other atoms' orbitals, they can satisfy their octet! This makes these molecules less likely to react, therefore more stable!
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