Which of the following compounds gives 2HCHO, | vedclass

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Question

(D) Periodic acid $(HIO_4)$ cleaves vicinal diols,$\alpha$-hydroxy carbonyls,and $1,2-$dicarbonyl compounds.For the compound $CHO-CO-CH(OH)-CH_2OH$:$1

Vedclass · Accepted Answer

$CHO-CO-CH(OH)-CH_2OH$

Vedclass · Answer

(D) Periodic acid $(HIO_4)$ cleaves vicinal diols,$\alpha$-hydroxy carbonyls,and $1,2-$dicarbonyl compounds.For the compound $CHO-CO-CH(OH)-CH_2OH$:$1$. The bond between $CHO$ and $CO$ cleaves to give $HCOOH$ and $HCOOH$ (which further oxidizes to $CO_2$ and $H_2O$ or remains as $HCOOH$ depending on conditions).$2$. The bond between $CO$ and $CH(OH)$ cleaves to give $HCOOH$ and $HCHO$.$3$. The bond between $CH(OH)$ and $CH_2OH$ cleaves to give $HCHO$ and $HCOOH$.Summing the products for $CHO-CO-CH(OH)-CH_2OH$ with $3HIO_4$ yields $2HCHO, CO_2, HCO_2H$ as shown in the reaction: $CHO-CO-CH(OH)-CH_2OH + 3HIO_4 \rightarrow 2HCHO + CO_2 + 2HCOOH$ (Note: $HCOOH$ is $HCO_2H$).Thus,option $D$ is correct.

Which of the following compounds gives $2HCHO, CO_2, HCO_2H$ when oxidized by periodic acid $(HIO_4)$?

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