Question

An organic compound (A) with molecular formula `C_(7)H_(8)O` dissolves in NaOH and gives characteristic colour with `FeCI_(3)`. On treatement with `Br_(3)`, it gives a tribromo product `C_(7)H_(5)Br_(3)`. The compound is:
A. p-Hydroxybenzene
B. 2-Methoxy-2-phenyl propane
C. m-Cresol
D. p-Cresol

Answer 1

Correct Answer - C
Four DU in A and `(C:H~~1:1)` suggest benzene ring with one extra C atom. Reactivity with NaOH and `FeCI_(3)` suggests (A) to be a phenol. The formation of a tribrommo product suggest that o- and p-positions are vacantg. So methyl group should be present at m-position. Hence, (A) is m-cresol.