In which molecule is cleavage by HIO_4 not observed? (Four cyclic polyol/hydroxy-carbonyl structures are given.)

JEE Main Chemistry question

In which molecule is cleavage by not observed? (Four cyclic polyol/hydroxy-carbonyl structures are given.)

(A)A 1,3-diol/1,3-dihydroxy structure (non-vicinal diol)Correct
(B)A vicinal (1,2) diol-containing ring
(C)A vicinal diol-containing sugar-like ring
(D)An -hydroxy ketone (also cleaved by )

Answer: (A)

Solution

Periodic acid () cleaves a C–C bond only when the two carbons bear hydroxyl (or related) groups on *adjacent* (vicinal, 1,2-related) carbons; a 1,3-diol, where the two groups are separated

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Question ID VK-148569