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Bottles containing C6H5I and C6H5CH2I lo...

Bottles containing `C_6H_5I` and `C_6H_5CH_2I` lost their original labels. They were labelled A and B for testing. A and B were separately taken in test tubes and boiled with NaOH solution. The end solution in each tube was made acidic with dilute `HNO_3` and some `AgNO_3` solution added. Solution B gave a yellow precipitate. Which one of the following statements is true for the experiment?

A

Addition of `HNO_(3)` was unnecessary

B

`(A)` was `PhI`

C

`(A)` was `PhCH_(2)I`

D

`(B)` was `Phl`

Text Solution

Verified by Experts

The correct Answer is:
`b`
Aryl halide, due to resonance does not give test for halide ion, whereas benzyl halides give due to the formation of benzyl `C^(o+)` which gives benzyl alcohol and `I^(theta)`.
`Ph I + Aq. NOH rarr "No reaction"`
`PhCH_(2)I + Aq. NaOH rarr PhCH_(2) OH + underset(("yellow ppt."))underset(AgI)underset(darr AgNO_(3))underset(l)(I^(theta)`
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