JEE Main 2022 · 26 June · evening · Single correct · +4 / −1

The reagent, from the following, which converts benzoic acid to benzaldehyde in one step is

JEE Main PYQ figure
  1. (a) LiAlH₄
  2. (b) KMnO₄
  3. (c) MnO
  4. (d) NaBH₄
Answer and solution

Answer (c) MnO

Solution

Chemistry ma’am · 3 steps

Acid to aldehyde is a reduction that must stop halfway, and only MnO stops it there.

  1. What is needed. The -COOH carbon must become a -CHO carbon. That is a reduction, and it has to stop at the aldehyde, which is itself easy to reduce or oxidise.
    ReagentWhat it does to C₆H₅COOHProduct
    LiAlH₄Strong reducer, does not stop at the aldehydeC₆H₅CH₂OH
    KMnO₄Oxidising agent, cannot reduce anythingno change
    MnO, 573 KCatalyses a controlled reduction with formic acidC₆H₅CHO
    NaBH₄Too mild to reduce a carboxylic acidno change
  2. The MnO route. Pass vapours of the acid and formic acid over MnO at about 573 K. Formic acid supplies the hydrogen, and the aldehyde forms in one step.

    C₆H₅COOH + HCOOH →(MnO, 573 K) C₆H₅CHO + CO₂ + H₂O

  3. So. The one-step reagent is MnO, option (c).

The idea to keep. Before picking a reagent, ask two things: is this an oxidation or a reduction, and does the reagent stop at the right stage? Aldehydes sit in the middle, so strong reagents run past them.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Aldehydes & Ketones

Asked about 130 times in JEE Main since 2020. This question is from 2022.