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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 $$\displaystyle \left ( CH_{3} \right )_{3}COH$$
Reactivity order of alcohols with HBr is $$\displaystyle 3^{\circ}>2^{\circ}>1^{\circ}$$ alcohol.
The option (A) is a $$\displaystyle 3^{\circ}$$ 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., $$\displaystyle NO_{2}$$) at o- and p-positions.

Chemistry
NCERT
Standard XII

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