An organic compound 'X' with molecular formula `C_7H_8O` in insoluble in aqueous `NaHCO_3` but dissolved in NaOH. When treated with bromine water 'X' rapidly give 'Y' `(C_7H_5OBr)`. The compound 'X' and 'Y' respectively are

Options

A. Benzyl alcohol and 2, 4, 6– tribromo–3– methoxy benzene
B. Benzyl alcohol and 2, 4, 6 – tribromo–3–methyl phenol
C. o –cresol and 3, 4, 5 –tribromo–2– methyl phenol
D. m–cresol and 2, 4, 6–tribromo–3–methyl phenol

Answer

D

Explanation

Compound (X) must be a phenolic compound as shown by various reactions. (X) on treatment with `Br_2` water gives (Y) with 3Br atoms, so the placement of OH and `CH_3` must be such that they reinforce each other in electrophilic substitution. So, the compound (X) is mcresol and (Y) is 2, 4, 6- tribromo--3 methyl phenol.