Question

an organic compound A gives positive test with tollen's reagent. On treatment with ammonia it produces B, an eye medicine. A on treatment with conc. KOH forms C and D. C on oxidation forms A again. D on acidification responds to Tollens reagent. A combines with CH3MgI followed by hydrolysis to form E, which on oxidation followed by decarboxylation forms methane. Identify A to E.

Answer 1

An organic compound A (C8H10O) neither gives tollen's test nor gives iodoform test. (A) on treatment with HBr with An yields hydrocarbon (D) which burns with sooty flame. Compound (C) forms analkene on treatment with alcohol KOH . Identify A,B,C,D and write reaction involved.