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JEE PYQ: Haloalkanes And Haloarenes Question 12

Question 12 - 2019 (08 Apr Shift 2)

The major product of the following reaction is:

$p$-Chlorotoluene $\xrightarrow{(1)\ \text{Cl}_2/h\nu}$ $\xrightarrow{(2)\ \text{H}_2\text{O},\ \Delta}$

(1) $p$-Chlorobenzaldehyde (CHO with Cl)

(2) $p$-Chlorobenzoic acid ($\text{CO}_2\text{H}$ with Cl)

(3) $p$-Chlorobenzyl alcohol ($\text{CH}_2\text{OH}$ with Cl)

(4) $p$-Chlorobenzal chloride ($\text{CHCl}_2$ with Cl)

Show Answer

Answer: (1)

Solution

$p$-Chlorotoluene $\xrightarrow{\text{Cl}_2/h\nu}$ $p$-chlorobenzal chloride ($\text{CHCl}_2$) $\xrightarrow{\text{H}_2\text{O},\Delta}$ $p$-chlorobenzaldehyde (via unstable gem-diol intermediate which loses water to give CHO).


Learning Progress: Step 12 of 29 in this series