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NEET CHEMISTRYAlcohols, Phenols and EthersMedium

Question

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.

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Alcohols, Phenols and Ethers. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYAlcohols, Phenols and Ethersethyleneglycolheatingperiodic

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