Q.Propan-2-ol on reaction with anhydrous and concentrated HCl gives ________.
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Start your 14-day free trial to unlock the full solution →The Lucas reagent (anhydrous + concentrated HCl) converts an alcohol to the corresponding alkyl chloride via an mechanism through a carbocation intermediate; propan-2-ol, a secondary alcohol, forms a moderately stable secondary carbocation and reacts within a few minutes to give the secondary chloride, retaining its original carbon skeleton.
The Lucas test/reaction distinguishes primary, secondary, and tertiary alcohols by their differing rates of reaction (via ) with the Lucas reagent, based on carbocation stability. Propan-2-ol, , being a secondary alcohol, is protonated by the HCl, loses water to form a relatively stable secondary carbocation, , which is then quickly captured by chloride ion: Since the mechanism proceeds through the same carbon skeleton (via the carbocation at C-2), the product retains the same connectivity as the starting alcohol — 2-chlorop …
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