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NCERT Exemplar · Q58

Q.Which of the following reagents can be used to oxidise primary alcohols to aldehydes? (Two or more than two options may be correct.)

(i) CrO3CrO_3 in anhydrous medium
(ii) KMnO4KMnO_4 in acidic medium
(iii) pyridinium chlorochromate
(iv) heat in the presence of Cu at 573 K
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The key is choosing reagents that stop at the aldehyde stage without over-oxidising to the carboxylic acid. The correct options are (i) CrO3 in anhydrous medium, (iii) pyridinium chlorochromate, and (iv) heat with Cu at 573 K.

Concept

A primary alcohol can be oxidised first to an aldehyde and then further to a carboxylic acid. Mild/anhydrous oxidants and dehydrogenation methods stop at the aldehyde; strong aqueous oxidants push through to the acid.

Checking each option

  1. Option (i), CrO3 in anhydrous medium (e.g. Collins reagent, CrO3.2Py): with no water present, the aldehyde cannot hydrate to the gem-diol that would be further oxidised, so the reaction stops at the aldehyde. Correct.
  2. Option (ii), KMnO4 in acidic medium: a strong, aqueous oxidant that carries the alcohol all the way to the carboxylic acid. Incorrect for making an aldehyde. …

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