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Question

Which of the following alcohols reacts most readily with Lucas reagent?

A
CH3CH2CH2OH
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B
(CH3)2CHOH
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C
(CH3)3COH
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D
CH3CH2OH
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Solution

The correct option is C (CH3)3COH
Lucas reagent is a mixture of conc HCl and anhydrous zinc chloride. The reactivity of alcohols towards Lucas reagent follows the order: tertiary > secondary > primary.

The reaction of alcohol with Lucas reagent (conc. HCl+anhyd. ZnCl2) is mostly SN1 reaction and the rate of reaction is directly proportional to the stability of carbocation formed in the reaction.
Since, 3o alcohol forms 3o carbocation (most stable) hence, it will react fastest by SN1 reaction.

When a tertiary alcohol, reacts with Lucas reagent, an oily layer (turbidity) is formed immediately.
When a secondary alcohol, reacts with Lucas reagent, a precipitate is formed after 10 to 15 minutes.
When a primary alcohol is treated with Lucas reagent, no reaction is observed at room temperature.
Hence, the correct answer is option (c).

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