1.

An organic compound (A) of molecular formula C_2H_4Oreduces tollen's reagent to silver mirror. (A) on treatment with C_2H_5MgBrfollowed by acid hydrolysis gives (B) of formula C_4H_10 O .(B) on reaction with Cu at 573 K gives (C) of formula C_4H_8Owhich does not reduce tollen's reagent but answers iodoform test. Identify A,B,C,D and explain the reaction involved.

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