Lucas reagent is a solution of zinc chloride in concentrated hydrochloric acid (ZnCl in HCl) and is used to classify alcohols based on their reactivity. Alcohols react with Lucas reagent to form alkyl chlorides, with the reaction proceeding via a carbocation intermediate.
The reactivity order with Lucas reagent is:
Tertiary alcohols: React immediately at room temperature.
Secondary alcohols: React slowly.
Primary alcohols: Do not react at room temperature.
Analyzing the options:
Option A: HC = CHCHOH
This compound is allylic alcohol, which is generally more reactive than primary alcohols due to the stabilization of the carbocation by resonance. However, it still behaves like a primary alcohol with respect to Lucas reagent, which means it will not react at room temperature.
Option B: CHCHOH
This is benzyl alcohol. While benzyl alcohol is a primary alcohol, the benzyl group can stabilize the carbocation formed during the reaction, making it more reactive than other primary alcohols. Benzyl alcohol can react with Lucas reagent.
Option C: CHCHCHOH
This compound is a primary alcohol (propan-1-ol). Primary alcohols do not react with Lucas reagent at room temperature.
Option D: (CH)COH
This is tert-butyl alcohol, a tertiary alcohol. Tertiary alcohols react immediately with Lucas reagent, even at room temperature.
Therefore, the compound that would not react with Lucas reagent at room temperature is:
Option C: CHCHCHOH (Propan-1-ol)