Question

A compound A `(C_(8)H_(10)O)` upon treatment with alkaline solution of iodine gives a yellow precipitate. The filtrate on acidification gives a white solid B `(C_(7)H_(6)O_(2))`. Write the structures of A and B.

Answer 1

The molecular formula suggests that the compound A is of aromatic nature. Since A gives iodoform as a result of the reaction, this suggests that it is either a methyl ketone a methyl carbinol. However, the molecular formula suggests it to be methyl carbinol i.e. 1-phenylethanol. The reactions involved are as follows :