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An organic compound (A) C(5)H(9) Br whic...

An organic compound (A) `C_(5)H_(9) Br` which readily decolourises bromine water and `KMnO_(4)` solution gives (B), `C_(5)H_(11)Br` on treatment with `Sn//HCI`. The reaction of (A) with `NaNH_(2)` produces (C) with evolution of ammonia (C) neither reacts with sodium nor forms any metal acetylide but reacts with Lindlar catalyst to give (D) and on reaction with `Na//liq . NH_(3)` produces (E) .Both the compounds (D) and (E) are isomeric. Give structures of (A) to (E) with proper reasoning.

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