Question

Cumene$\underset{hv}{\overset{O_2}{\to }}\underset{△}{\overset{H^{+}}{\to }}A+B$
A and B can be distinguished by which of the following reagents?
(i) Neutral $FeC{l}_3$
(ii) $2,4$- $DNP$
(iii) $B{r}_2/H_{2}O$
(iv) aq $NaHC{O}_3$
(v) $I_2$ / $NaOH$

• A. $i,iii$ and $v$ only
• B. $i,ii,iv$ and $v$ only
• C. $i,ii,iii$ and $iv$
• D. All of these

Answer 1

The correct option is A $i,iii$ and $v$ only

$Cumene\underset{\Delta h\vartheta }{\overset{O_2{H}^{+}}{\to }}Phenol+Acetone$
Phenol reacts with $NeutralFeC{l}_3$ to produce a violet coloured complex while Acetone does not.
Phenol also discharges the red colour of $B{r}_2/H_{2}O$ while Acetone fails to do so.
Acetone reacts with $I_2/NaOH$ to form a yellow precipitate of $CH{I}_3$ while Phenol shows no such thing.
Hence, Option A is correct.