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Arrange the following structure according to their increasing order of acidic behaviour in polar solvent:
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The correct answer is:
i < ii < iii

This is because of the negative charge delocalizing on the vacant d-orbitals of chlorine atom present in the para position and this is not possible with fluorine atom. Thus, the conjugate base of p-chloro phenol is more stable and hence a weak base. So, p-chloro phenol is more acidic than p-fluoro phenol.
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