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An organic compound (A) of molecular wei...

An organic compound (A) of molecular weight 135 on boiling with NaOH evolves a gas which gives white dense fumes on bringing a rod dipped in HCl near it. The alkaline solution thus obtained on acidification gives the precipitate of a compound (B) having molecular weight 136. Treatment of (A) with `HNO_2` also yeilds (B), whereas its treatment with `Br_2//KOH` gives (C). compound (C) reacts with cold `HNO_2` to give(D), which gives red colour with ceric ammonium nitrate. On the other hand(E) an isomer of (A) on boiling with dil HCl gives an acid (F), having molecular weight 136. On oxidation followed by heating, (F) gives an anhydride (G) which condenses with benzene in presence of `AlCl_3` to give anthraquinone.
Structural formula of compound (C) is

A

B

C

D

`C_6 H_5 CH_2 NH_2`

Text Solution

Verified by Experts

The correct Answer is:
D

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