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Question

An organic compound A on treatment with ammoniacal silver nitrate gives metallic silver and produces a yellow crystalline precipitate of molecular formula C9H10N4O4, on treatement with Brady's reagent. Give the structure of the organic compound A.

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Solution

Since the organic compound A reduces ammoniacal silver nitrate (Tollen's reagent), it must be an aldehyde. Moreover, with Brady's reagent (2, 4-dinitro phenylhydrazine) it gives a precipitate of molecular formula C9H10N4O4, it must be propanal (CH3CH2CHO). The reactions are as follows.
498534_470516_ans.jpg

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