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Question

The compound that will react with HBr most readily is:

A
(CH3)3COH
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B
(CH3)2CHOH
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C
CH3CH2OH
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D
C6H5OH
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Solution

The correct option is A (CH3)3COH
Reactivity order of alcohols with HBr is 3>2>1 alcohol.
The option (A) is a 3 alcohol and hence it will react most readikly with HBr.
Phenol (option D) does not react with HBr. (Ar-O) bond is not broken unless the ring is activated by the presence of electron withdrawing group (e.g., NO2) at o- and p-positions.

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