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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ro164

Each compound is shaken at room temperature with aqueous ethanolic . Which give a white precipitate of AgCl within seconds?

  1. A2-Chloro-2-methylpropane
  2. BChlorobenzene
  3. CChloroethene
  4. DTriphenylmethyl chloride

Answer: A, D

Immediate precipitation requires easy ionisation to a stable carbocation. The tertiary tert-butyl cation and the very stable trityl cation form readily. Chlorobenzene and chloroethene have C-Cl bonds with double-bond character and do not ionise under these conditions.
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