JEE Main Chemistry question

The product obtained when 2-hydroxycyclohexan-1-one is oxidized with HIO₄ is

(A)A ring-opened dialdehyde (hexanedial)Correct
(B)A ring-opened diacid (adipic acid)
(C)A mixed hydroxy-aldehyde/acid
(D)A mixed aldehyde-alcohol open-chain product

Answer: (A)

Solution

Periodic acid cleaves a vicinal diol or, as here, an α-hydroxy ketone (which behaves analogously, since the C=O and C–OH are adjacent) at the C–C bond between the two oxygen-bearing carbons. Cleaving the ring of 2-hydroxycyclohexanone between C1 (ketone) and C2

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Question ID VK-149365