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NEET CHEMISTRYEasy

Which one of the following can be oxidised to the corresponding carbonyl compound?

A

2-hydroxy propane

B

Ortho-nitro phenol

C

propane

D

2-methyl-2-hydroxy propane

Step-by-Step Solution

  1. Reaction Principle: The oxidation of alcohols involves the formation of a carbon-oxygen double bond with the cleavage of an O-H and a C-H bond.
  • Primary Alcohols (RCH2OHRCH_2OH) are oxidised to Aldehydes (RCHORCHO).
  • Secondary Alcohols (R2CHOHR_2CHOH) are oxidised to Ketones (R2C=OR_2C=O).
  • Tertiary Alcohols (R3COHR_3COH) do not undergo oxidation easily because they lack a hydrogen atom on the carbon bearing the hydroxyl group. Under strong conditions, they undergo cleavage to form mixtures of carboxylic acids containing fewer carbon atoms.
  1. Analysis of Options:
  • 2-hydroxy propane (Isopropyl alcohol): This is a secondary alcohol (CH3CH(OH)CH3CH_3-CH(OH)-CH_3). Upon oxidation (e.g., with CrO3CrO_3), it yields Acetone (CH3COCH3CH_3-CO-CH_3), which is a carbonyl compound.
  • Ortho-nitro phenol: Phenols are generally difficult to oxidise to simple carbonyl compounds; stronger oxidation yields quinones.
  • Propane: An alkane; controlled oxidation is required to form alcohols or aldehydes, but it is not the standard method for preparing carbonyls compared to alcohol oxidation.
  • 2-methyl-2-hydroxy propane (tert-Butyl alcohol): This is a tertiary alcohol and does not oxidise to a corresponding carbonyl compound.
  1. Conclusion: 2-hydroxy propane is the only compound listed that readily oxidises to a corresponding carbonyl compound (a ketone) without breaking the carbon chain.
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