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Home/Practice questions/Chemistry
ChemistryOrganic: Aldehydes, Ketones and Carboxylic Acids

Consider the following chemical reaction and identify the reagents re…

Consider the following chemical reaction and identify the reagents required for conversion.

Figure for Q38

Select the correct option from the below:

Answer & explanation+

Correct answer: option 4

The correct answer is Option (4) → CrO2Cl2 in CS2 and H3O+

The reaction converts toluene (methylbenzene) to benzaldehyde: the side-chain –\( \ce{CH3} \) must be oxidised only to the aldehyde stage. Strong oxidants (\( \ce{KMnO4} \)) go on to benzoic acid; chromyl chloride stops at the aldehyde.

So the reagents are CrO2Cl2 in CS2, then H3O+.

Why the other options are incorrect

  • Option (1) DIBAL-H (Diisobutylaluminium hydride), H2O — Incorrect. This is a reducing agent; it converts nitriles and esters to aldehydes, but cannot oxidise a –\( \ce{CH3} \) group.

  • Option (2) C5H5NH+CrO3Cl− (PCC) — Incorrect. It oxidises primary alcohols to aldehydes; toluene has no –OH group to oxidise.

  • Option (3) O3/H2O-Zn dust — Incorrect. ozonolysis cleaves C=C double bonds of alkenes into carbonyl compounds; toluene has no such side-chain double bond.

NCERT (2026-27 edition):
Use of Chromyl Chloride

Textbook extract

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