JEE Advanced levelSingle correct optionDifficulty 3 of 3co210
1,4-Dimethylbenzene is heated with excess alkaline KMnOX4 and acidified. The product is refluxed with excess SOClX2 and then treated with excess NHX3. The final organic product is
Abenzene-1,4-dicarbonitrile
Bbenzene-1,4-dicarboxamide
C4-methylbenzamide
D4-carbamoylbenzoic acid
Answer: B
Both benzylic methyl groups are oxidised, giving benzene-1,4-dicarboxylic acid. SOClX2 converts both COOH groups to COCl, and excess ammonia converts both to CONHX2, giving benzene-1,4-dicarboxamide.