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JEE Main levelSingle correct optionDifficulty 2 of 3ro254

The compound shown is cleaved with excess periodic acid. Which pair of products is formed?

ATwo molecules of $CH X_{3} CHO$
BTwo molecules of $CH X_{3} COOH$
C $CH X_{3} COOH$ and $CH X_{3} CHO$
D $CH X_{3} COCOCH X_{3}$ and $H X_{2} O$

Answer: C

The compound is 3-hydroxybutan-2-one, an alpha-hydroxy ketone.

HIO X_{4}

cleaves the bond between the carbonyl carbon and the carbinol carbon: the carbonyl carbon is oxidised to the carboxylic acid (

CH X_{3} COOH

) and the carbinol carbon becomes the aldehyde (

CH X_{3} CHO

). Dehydrogenation to the diketone is not what periodic acid does.

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