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Question

The product ′X′ on oxidation with HIO4 gives :

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A
HCHO
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B
CH3CHO
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C
CO2
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D
HCOOH
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Solution

The correct options are
A HCHO
D HCOOH
The substrate is an ester . When heated with alkali, the ester group is hydrolyzed (as in saponification reaction). Thus, the compound X is a triol. This triol X on oxidation with periodic acid (HIO4) gives two moles of formaldehyde (HCHO) and one mole of formic acid (HCOOH).
Note: In case of triol, the central carbon atom is oxidized to acid and the terminal carbon atoms are oxidized to carbonyl group.
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