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Chlorobenzene and benzyl chloride can be...

Chlorobenzene and benzyl chloride can be distinguished by boiling with aqueous KOH followed by acidification with dil `HNO_(3)` and subsequent treatment with `AgNO_(3)` solution.

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To distinguish between chlorobenzene and benzyl chloride, we can follow a systematic approach using aqueous KOH, dilute HNO3, and AgNO3. Here’s a step-by-step solution: ### Step 1: Reaction with Aqueous KOH - **Chlorobenzene**: When chlorobenzene is treated with aqueous KOH, no reaction occurs because the chlorine atom is bonded to a sp² hybridized carbon, which is part of an aromatic ring. The resonance stabilization of the aromatic system prevents nucleophilic substitution from occurring. - **Benzyl Chloride**: In contrast, benzyl chloride (which has a primary carbon attached to the chlorine) reacts with aqueous KOH through an SN2 mechanism. The KOH acts as a nucleophile and attacks the carbon, leading to the substitution of the chlorine atom and forming benzyl alcohol. ### Step 2: Acidification with Dilute HNO3 ...
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