JEE Main · 2023 · 24 Jan 2023 · Shift 1 · Haloalkanes and Haloarenes

Number of moles of AgCl formed in the following reaction is ______.

Answer: 2

Solution

The molecule carries four chlorine atoms, but only those able to ionise to a stabilised carbocation react with aqueous silver nitrate. The chlorine fixed to the aromatic ring is an aryl halide and the chlorine on the doubly bonded carbon is a vinyl halide; both have partial double-bond character and do not ionise. The benzylic chlorine on the side chain departs to give a resonance-stabilised benzylic cation, and the chlorine on the carbon bearing two methyl groups departs to give a tertiary cation, each precipitating silver chloride. The number of moles of AgCl formed is two.

JEE Main · 2023 · 24 Jan 2023 · Shift 1 · Integer answer

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