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JEE Chemistry 2025 Question with Solution

Match List - I with List - II.

Reaction matching diagram showing List-I with four organic conversions A to D and List-II containing Etard reaction, Gatterman-Koch reaction, Rosenmund reduction, and Stephen reaction.
  • A

    (A)-(I), (B)-(III), (C)-(II), (D)-(IV)

  • B

    (A)-(III), (B)-(II), (C)-(I), (D)-(II)

  • C

    (A)-(III), (B)-(IV), (C)-(I), (D)-(II)

  • D

    (A)-(II), (B)-(III), (C)-(I), (D)-(IV)

Answer

Correct answer:A

Step-by-step solution

Standard Method

Given: A match-the-following question on named reactions for preparation of aldehydes.

Find: The correct correspondence between List-I and List-II.

From the solution text:

  • (A) RCN(ii)H3O+(i)SnCl2,HClRCHO\mathrm{RCN} \xrightarrow[(ii)\, H_3O^+]{(i)\, SnCl_2, HCl} \mathrm{RCHO} is the Stephen reaction, so (A) \rightarrow (IV).
  • (B) Conversion of benzoyl chloride to benzaldehyde in presence of H2/PdBaSO4\mathrm{H_2/Pd-BaSO_4} is Rosenmund reduction, so (B) \rightarrow (III).
  • (C) Oxidation of toluene using CrO2Cl2/CS2\mathrm{CrO_2Cl_2/CS_2} followed by hydrolysis gives benzaldehyde; this is Etard reaction, so (C) \rightarrow (I).
  • (D) Formylation using CO\mathrm{CO} and HCl\mathrm{HCl} in presence of anhydrous AlCl3/CuCl\mathrm{AlCl_3/CuCl} is Gatterman-Koch reaction, so (D) \rightarrow (II).

Therefore, the correct matching is (A)-(IV), (B)-(III), (C)-(I), (D)-(II). This corresponds to Option A.

Note: the extracted options do not contain this exact matching verbatim, but the solution explicitly concludes this correspondence and states the correct option as A.

Reaction-by-reaction identification

Given: Four reactions in List-I and four named reactions in List-II.

Find: Which option gives the correct match.

  1. For (A), reduction of a nitrile to an aldehyde using SnCl2/HCl\mathrm{SnCl_2/HCl} followed by hydrolysis is the Stephen reaction.
  2. For (B), selective reduction of an acyl chloride to an aldehyde using H2/PdBaSO4\mathrm{H_2/Pd-BaSO_4} is Rosenmund reduction.
  3. For (C), side-chain oxidation of toluene to benzaldehyde using chromyl chloride reagent is the Etard reaction.
  4. For (D), introduction of a formyl group into benzene using CO\mathrm{CO} and HCl\mathrm{HCl} with Lewis acid catalyst is the Gatterman-Koch reaction.

Hence,

(A)(IV)(B)(III)(C)(I)(D)(II)\begin{aligned} (A) &\rightarrow (IV) \\ (B) &\rightarrow (III) \\ (C) &\rightarrow (I) \\ (D) &\rightarrow (II) \end{aligned}

So the defensible answer from the solution is Option A.

Common mistakes

  • Confusing Stephen reaction with Rosenmund reduction. Stephen reaction starts from a nitrile, whereas Rosenmund reduction starts from an acyl chloride. Identify the starting functional group before naming the reaction.

  • Treating the chromyl chloride oxidation of toluene as a general oxidation reaction. In this context it is specifically the Etard reaction, which converts the side chain to an aldehyde under controlled conditions.

  • Missing the role of CO\mathrm{CO} and HCl\mathrm{HCl} with AlCl3/CuCl\mathrm{AlCl_3/CuCl}. That reagent set is characteristic of the Gatterman-Koch reaction, not a reduction step. Match reactions using reagent signatures.

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