Question Error Report

Thank you for reporting, we will resolve it shortly

Back to Question

Q. Anisole is treated with $HI$ under two different conditions.
$C + D \xleftarrow{ HI ( g )}C _{6} H _{5} OCH _{3} \xrightarrow{\text { conc.HI }} A + B$
The nature of $A$ to $D$ will be :

VITEEEVITEEE 2016

Solution:

Although in both cases products are $CH _{3} I$ and $C _{6} H _{5} OH$; the two reactions follow different mechanism.
$C _{6} H _{5}- O - CH _{3} \xrightarrow[HI(g)]{ S _{ N } 2}CH _{3} I + C _{6} H _{5} OH$
$C _{6} H _{5}- O - CH _{3} \xrightarrow[HI\text{(conc)}]{ S _{ N } 1} CH _{3} I + C _{6} H _{5} OH$
Remember that during $S _{ N ^{1}}$ reaction, $CH _{3}^{+}$is formed because it is more stable than $C _{6} H _{5}^{+}$.