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Question

which has greater acidic strength
(i) hexanol or phenol
(ii)cycloalcohol or alkyl alcohol

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Solution

i) Phenol is more acidic
ii) Cylcoalcohol is more acidic.
Acidic strength depends upon the stability of the anion formed after losing a proton.
Phenoxide anion is stabilised by resonance.
Cycloalcohol will be more aidic as it acts like a secondary alcohol, the electron density is donated from both the alkyl sides stabilising the negative charge as compared to just one side when compared with primary alcohol or alkylalcohols.


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