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Question
Which of the following is most acidic?
Options
Benzyl alcohol
Cyclohexanol
Phenol
m-chlorophenol
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Solution
m-chlorophenol
Explanation:
m-chlorophenol is most acidic. The alpha carbon of benzyl alcohol and cyclohexanol is sp3 hybridized. In m-chlorophenol, it is sp2 hybridized. In m-chlorophenol, the electron-withdrawing group (−Cl) is present at the meta position.
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