Question

An organic compound X, on analysis gives 24.24 per cent carbon and 4.04 per cent hydrogen. Further, sodium extract of 1.0 g of X gives 2.90 g of silver chloride with acidified silver nitrate solution. The compound X may be represented by two isomeric structures, Y and Z. Y on treatment with aqueous potassium hydroxide solution gives a dihydroxy compound while Z on similar treatment gives ethanal. Find out the molecular formula of X and give the structures of Y and Z.

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.