Question

Anisole on treatment with $B{r}_2/C{S}_2$ gives:

• A. Bromobenzene
• B. Methyl 2-bromophenyl ether
• C. ortho and para-bromoanisole
• D. Phenol

Answer 1

The correct option is C ortho and para-bromoanisole

Alkoxy benzene will undergo electrophilic aromatic substitution. The ether group will undergo resonating with benzene ring and form resonating structure. In the resonating structures, the electron density at ortho and para position are increased which will attack the electrophile (in this case, it is $B{r}^{+}$). Ether is ortho/para directing group. Thus, it gives both ortho and para products.
Hence, anisole on treatment with $B{r}_2/C{S}_2$ will give ortho and para bromoanisole.

Resonating structure of Anisole