An organic compound (A) on treatment with acetic acid in the presence of sulfuric acid produces an ester (B). (A) on mild oxidation gives (C). (C) with 50% KOH followed by acidification with diluted HCI generates (A) and (D). (D) with ${P C I}_{5}$ , followed by reaction with ammonia, gives (E). (E) dehydration produces hydrocyanic acid. Identify the compounds (A), (B), (C) (D) and (E). Give chemical equations for the reactions involved :

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Solution

$C H_{3} O H + C H_{3} C O O H \to C H_{3} C O O H_{3}$
(A) (B)
$C H_{3} O H + [O] \to H C H O$
(A) (C)
$H C H O 50 K O H - ----- \to C H_{3} O H + H C O O H$
(A) (D)
$H C O O H + P C l_{5}$
$H C O C l + N H_{3} \to H C O N H_{2}$
$H C O N H_{2} \to H C N + H_{2} 0$
(E)
Thus the identification of the compounds along with the chemical reaction is done.

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