Toluene on chlorination in presence of UV light gives

Benzal Chloride

The correct answer is Option (2) → Benzal Chloride

Chlorination in presence of UV light proceeds via free radical substitution at the side chain (benzylic position) rather than the aromatic ring.

Explanation

Option 1: Benzyl chloride

Under UV light, chlorination follows a free radical mechanism. The benzylic hydrogen of the methyl group is replaced by chlorine, forming benzyl chloride.

Option 2: Benzal chloride

Benzal chloride is formed only after further chlorination of benzyl chloride. Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride.

Option 3: p-Chlorotoluene

This is formed via electrophilic substitution on the ring, which occurs in presence of Lewis acid catalysts like $FeCl_3$, not UV light.

Option 4: o-Chlorotoluene

Similar to para substitution, this also occurs via electrophilic substitution, not under UV light conditions.