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Question: Answered & Verified by Expert
Bottles containing $\mathrm{C}_6 \mathrm{H}_5$ l and $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{I}$ lost their original labels. They were labelled $\mathrm{A}$ and $\mathrm{B}$ for testing $\mathrm{A}$ and $\mathrm{B}$ were separately taken in test tubes and boiled with $\mathrm{NaOH}$ solution. The end solution in each tube was made acidic with dilute $\mathrm{HNO}_3$ and then some $\mathrm{AgNO}_3$ solution was added. Substance B gave a yellow precipitate. Which one of the following statements is true for this experiment?
ChemistryGeneral Organic ChemistryJEE MainJEE Main 2003
Options:
  • A
    A and $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{I}$
  • B
    $B$ and $\mathrm{C}_6 \mathrm{H}_5 \mathrm{I}$
  • C
    Addition of $\mathrm{HNO}_3$ was unnecessary
  • D
    A was $\mathrm{C}_6 \mathrm{H}_5 \mathrm{I}$
Solution:
1776 Upvotes Verified Answer
The correct answer is:
A was $\mathrm{C}_6 \mathrm{H}_5 \mathrm{I}$
$\mathrm{C}_6 \mathrm{H}_5 \mathrm{I}$ will not respond to silver nitrate test because $\mathrm{C}$-I bond has a partial double bond character.

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