Which of the following compounds will form the precipitate with aq. $\mathrm{AgNO}_{3}$ solution most readily ?

JEE Main · 2020 · 04 Sep 2020 · Shift 2 · Haloalkanes and Haloarenes

Which of the following compounds will form the precipitate with aq.

AgNO_{3}

solution most readily ?

(A)(see structure)
(B)(see structure)
(C)(see structure)
✓ Correct
(D)(see structure)

Answer: (C)

Solution

Precipitation of silver halide with aqueous

AgN O_{3}

proceeds through an

S_{N} 1

ionisation of the

C - Br

bond, so it is fastest for the compound that gives the most stable carbocation. The structure in which the departing bromide leaves behind the most stabilised cation ionises most readily, and so forms the precipitate with

AgN O_{3}

most quickly.

JEE Main · 2020 · 04 Sep 2020 · Shift 2 · Single correct option

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