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NEET CHEMISTRYMedium

Ethylene glycol (CH2OHCH2OHCH_2OH \cdot CH_2OH) on heating with periodic acid gives:

A

2CO_2

B

2HCOOH

C

CHO-CHO

D

2HCHO

Step-by-Step Solution

The reaction of 1,2-diols (vicinal diols) with periodic acid (HIO4HIO_4) is known as Malaprade oxidation. It involves the oxidative cleavage of the carbon-carbon bond between the two carbons bearing the hydroxyl groups.

  1. Reaction Principle: The reagent HIO4HIO_4 cleaves the C-C bond. Each carbon attached to an -OH group is oxidized. A primary alcohol group (CH2OH-CH_2OH) is oxidized to an aldehyde (Formaldehyde, HCHOHCHO), and a secondary alcohol group (CHROH-CHROH) is oxidized to a higher aldehyde (RCHORCHO).
  2. Application to Ethylene Glycol: The reactant is HOCH2CH2OHHO-CH_2-CH_2-OH. Cleavage of the central C-C bond converts each CH2OH-CH_2OH group into Formaldehyde. Reaction: CH2OHCH2OH+HIO42HCHO+HIO3+H2OCH_2OH-CH_2OH + HIO_4 \rightarrow 2HCHO + HIO_3 + H_2O.
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