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Question

An unknown alcohol is treated with 'Lucas reagent' to distinguish amongst 1o,2o and 3o alcohols. Which alcohol reacts faster and by which mechanism?

A
1o alcohol by SN1
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B
3o alcohol by SN1
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C
2o alcohol by SN2
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D
3o alcohol by SN2
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Solution

The correct option is B 3o alcohol by SN1
The reaction of an alcohol with Lucas reagent 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 most stable carbocation, hence it will react faster.

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