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NEET CHEMISTRYAlcohols, Phenols and EthersMedium

Question

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

A

2CO22CO_2

B

2HCOOH2HCOOH

C

CHOCHOCHO-CHO

D

2HCHO2HCHO

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 hydroxyl groups.

  1. Mechanism: The reaction proceeds through a cyclic periodate ester intermediate.
  2. Product Prediction: The bond between the carbons bearing the -OH groups breaks. Each -OH group is converted into a carbonyl group (C=OC=O). A primary alcohol group (CH2OH-CH_2OH) becomes Formaldehyde (HCHOHCHO). A secondary alcohol group (CHROH-CHROH) becomes an Aldehyde (RCHORCHO).
  • A tertiary alcohol group (CR2OH-CR_2OH) becomes a Ketone (R2COR_2CO).
  1. Application: Ethylene glycol has the structure HOCH2CH2OHHO-CH_2-CH_2-OH. Both carbon atoms are part of primary alcohol groups. Therefore, the cleavage yields two molecules of Formaldehyde (2HCHO2HCHO). 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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