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Aldehydes Ketones and Carboxylic Acids question

2024 · 1 Feb · Shift 1 · Q19
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Aldehydes Ketones and Carboxylic Acids question

2024 · 1 Feb · Shift 1 · Q19

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
Match List - I with List - II.

List I (Reactions) List II (Reagents)
(A) JEE Main 2024 (Online) 1st February Morning Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 55 English 1 (I) CH3MgBr, H2O
(B) C6H5COC6H5 ⟶ C6H5CH=C6H5 (II) Zn(Hg)Zn(Hg)Zn(Hg) and conc. HClHClHCl
(C) C6H5CHO ⟶ C6H5CH(OH)CH3 (III) NaBH4NaBH_4NaBH4​, H+
(D) JEE Main 2024 (Online) 1st February Morning Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 55 English 2 (IV) DIBAL−HDIBAL-HDIBAL−H, H2O


Choose the correct answer from the options given below :
  1. A
    (A)-(III), (B)-(IV), (C)-(II), (D)-(I)
  2. B
    (A)-(IV), (B)-(II), (C)-(III), (D)-(I)
  3. C
    (A)-(IV), (B)-(II), (C)-(I), (D)-(III)
  4. D
    (A)-(III), (B)-(IV), (C)-(I), (D)-(II)
View written solutionFree

Correct answer: C

  1. Identify each reagent in List II

    • (I) CH3MgBr,H2OCH_3MgBr, H_2OCH3​MgBr,H2​O: Grignard reagent, adds a methyl group to aldehydes/ketones, giving alcohols after hydrolysis.
    • (II) Zn(Hg)Zn(Hg)Zn(Hg) and conc. HClHClHCl: Clemmensen reduction, reduces carbonyl group >C=O>C=O>C=O to −CH2−-CH_2-−CH2​−.
    • (III) NaBH4,H+NaBH_4, H^+NaBH4​,H+: Reduces aldehydes/ketones to alcohols.
    • (IV) DIBAL−H,H2ODIBAL-H, H_2ODIBAL−H,H2​O: Reduces suitable acid derivatives (like nitriles/esters under controlled conditions) to aldehydes.
  2. Match reaction (C)

    C6H5CHO→C6H5CH(OH)CH3C_6H_5CHO \rightarrow C_6H_5CH(OH)CH_3C6​H5​CHO→C6​H5​CH(OH)CH3​

    Here benzaldehyde is converted to a secondary alcohol with one extra methyl group added.

    This is exactly the action of Grignard reagent CH3MgBrCH_3MgBrCH3​MgBr followed by hydrolysis.

    So, (C)→(I)(C) \to (I)(C)→(I)

  3. Match reaction (B)

    C6H5COC6H5→C6H5CH2C6H5C_6H_5COC_6H_5 \rightarrow C_6H_5CH_2C_6H_5C6​H5​COC6​H5​→C6​H5​CH2​C6​H5​

    The printed product appears as C6H5CH=C6H5C_6H_5CH=C_6H_5C6​H5​CH=C6​H5​, but from the reagent set and standard transformations, benzophenone is reduced to diphenylmethane by Clemmensen reduction:

    C6H5COC6H5→conc. HClZn(Hg)C6H5CH2C6H5C_6H_5COC_6H_5 \xrightarrow[conc.\ HCl]{Zn(Hg)} C_6H_5CH_2C_6H_5C6​H5​COC6​H5​Zn(Hg)conc. HCl​C6​H5​CH2​C6​H5​

    Thus, (B)→(II)(B) \to (II)(B)→(II)

  4. Now eliminate options using (B) and (C)

    We need:

    • (B)→(II)(B) \to (II)(B)→(II)
    • (C)→(I)(C) \to (I)(C)→(I)

    Among the options, only Option C satisfies both.

  5. Check consistency of remaining matches in Option C

    Option C gives:

    • (A)→(IV)(A) \to (IV)(A)→(IV)
    • (D)→(III)(D) \to (III)(D)→(III)

    This is chemically consistent with the usual pairing:

    • one reaction corresponding to selective formation of an aldehyde by DIBAL-H,
    • another corresponding to reduction of aldehyde/ketone to alcohol by NaBH4NaBH_4NaBH4​.
  6. Final answer

    Option C\boxed{\text{Option C}}Option C​

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