JEE Main levelSingle correct optionDifficulty 2 of 3hc206
Toluene is treated with excess chlorine in sunlight at its boiling point, and the product is hydrolysed with hot aqueous alkali followed by acidification. The final organic product is:
ABenzyl alcohol
BBenzaldehyde
CBenzoic acid
Do-Chlorotoluene
Answer: C
Radical chlorination of the methyl group proceeds to CX6HX5CClX3. Hydrolysis of the trichloromethyl group gives the carboxylic acid (via the unstable CX6HX5C(OH)X3), so benzoic acid is formed.