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Hydrolysis of Cyanides

69 Hydrocarbo...

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69 Hydrocarbon (A), C6H10 on treatment with H2/Ni, H2/Lindlar catalyst and Na/liquid NH3 forms three different reduction products (B), (C) and (D) respectively. (A) does not form any salt with ammoniacal AgNO3 solution but forms a salt (E) on jeating with NanH2 in an inert solvent. Compund (E) reacts with Ch3I to give (F). Compund (D) on oxidation ozonolysis gives n-butanoic acid along with other products. Give structures (A) to (F) with proper reasoning.

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