The compound shown is heated with hot alkaline KMnO4 and then acidified. Which structure is the product?

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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc272

The compound shown is heated with hot alkaline $KMnO X_{4}$ and then acidified. Which structure is the product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

The compound shown is 4-tert-butyltoluene. The methyl group has benzylic hydrogens and is oxidised to

COOH

. The tert-butyl group has no benzylic hydrogen and survives unchanged. The product is 4-tert-butylbenzoic acid, not terephthalic acid, and the tert-butyl group is not removed.

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The compound shown is heated with hot alkaline KMnOX4​ and then acidified. Which structure is the product?

Answer: B

More questions on Alkene identification from ozonolysis data and side-chain oxidation of alkylbenzenes

The compound shown is heated with hot alkaline $KMnO X_{4}$ and then acidified. Which structure is the product?