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JEE Main levelSingle correct optionDifficulty 2 of 3g3020

Which of the following alkyl halides reacts fastest with alcoholic $AgNO X_{3}$ to give a precipitate of silver halide by an $S_{N} 1$ -type ionisation?

A $C X_{6} H X_{5} - Cl$
B $CH X_{3} CH X_{2} CH X_{2} - Cl$
C $CH X_{2} = CH - Cl$
D $(CH X_{3}) X_{3} C - Cl$

Answer: D

Silver ion assists loss of halide to form a carbocation. Only

(CH X_{3}) X_{3} C - Cl

gives a stable (tertiary) cation. Vinyl and aryl halides would give unstable

s p^{2}

-type cations, and the n-propyl halide would give a primary cation.

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