(iii) Out of water, tert-butyl alcohol, propan-2-ol and ethyl alcohol, which is most acidic?
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Explanation:
The acidic strength of alcohols can be explained on the basis of the stability of conjugate bases.
The conjugate base of hydroxybenzene (C
6
H
5
OH) is phenolate (C
6
H
5
O
−
) ion which is very stable due to charge delocalization or resonance of charge in the ring. Therefore it is most acidic.
The conjugate base of benzyl alcohol does not show resonating structures thus it is not stable.
2−Butanol and tert-Butyl alcohol posses +I inductive effect of alkyl groups which make them less acidic.
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