Each of the following chlorides is shaken with aqueous ethanolic AgNO3 at room temperature. The one that gives a white precipitate of AgCl most rapidly is

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Each of the following chlorides is shaken with aqueous ethanolic $AgNO X_{3}$ at room temperature. The one that gives a white precipitate of AgCl most rapidly is

Achlorobenzene
Bchloroethene
C2-chloro-2-methylpropane
D1-chlorobutane

Answer: C

Precipitation is controlled by ionisation of the C-Cl bond (SN1). The tertiary carbocation from 2-chloro-2-methylpropane is far more stable than the primary one from 1-chlorobutane, while aryl and vinyl chlorides do not ionise because of the C-Cl partial double bond character.

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Each of the following chlorides is shaken with aqueous ethanolic AgNOX3​ at room temperature. The one that gives a white precipitate of AgCl most rapidly is

Answer: C

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Each of the following chlorides is shaken with aqueous ethanolic $AgNO X_{3}$ at room temperature. The one that gives a white precipitate of AgCl most rapidly is