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Aldehydes Ketones and Carboxylic Acids question

2022 · 27 Jul · Shift 2 · Q10
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Aldehydes Ketones and Carboxylic Acids question

2022 · 27 Jul · Shift 2 · Q10

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1

Match List - I with List - II.

List - I List - II
(A) JEE Main 2022 (Online) 27th July Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 94 English 1 (I) Gatterman Koch reaction
(B) C{H_3} - CN\mathrel{\mathop{\kern0pt\longrightarrow}
\limits_{{H_3}{O^ + }}^{SnC{l_2}/HCl}} C{H_3} - CHO		 (II) Etard reaction
(C) JEE Main 2022 (Online) 27th July Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 94 English 2 (III) Stephen reaction
(D) JEE Main 2022 (Online) 27th July Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 94 English 3 (IV) Rosenmund reaction

Choose the correct answer from the options given below :

  1. A
    (A)−(IV),(B)−(III),(C)−(II),(D)−(I)(\mathrm{A})-(\mathrm{IV}),(\mathrm{B})-(\mathrm{III}),(\mathrm{C})-(\mathrm{II}),(\mathrm{D})-(\mathrm{I})(A)−(IV),(B)−(III),(C)−(II),(D)−(I)
  2. B
    (A)−(I),(B)−(II),(C)−(III),(D)−(IV)(\mathrm{A})-(\mathrm{I}),(\mathrm{B})-(\mathrm{II}),(\mathrm{C})-(\mathrm{III}),(\mathrm{D})-(\mathrm{IV})(A)−(I),(B)−(II),(C)−(III),(D)−(IV)
  3. C
    (A)−(II),(B)−(III),(C)−(IV),(D)−(I)(\mathrm{A})-(\mathrm{II}),(\mathrm{B})-(\mathrm{III}),(\mathrm{C})-(\mathrm{IV}),(\mathrm{D})-(\mathrm{I})(A)−(II),(B)−(III),(C)−(IV),(D)−(I)
  4. D
    (A)−(III),(B)−(II),(C)−(I),(D)−(IV)(\mathrm{A})-(\mathrm{III}),(\mathrm{B})-(\mathrm{II}),(\mathrm{C})-(\mathrm{I}),(\mathrm{D})-(\mathrm{IV})(A)−(III),(B)−(II),(C)−(I),(D)−(IV)
View written solutionFree

Correct answer: A

  1. Identify reaction (B)

    The given transformation is: CH3CN→H3O+SnCl2/HClCH3CHO\mathrm{CH_3CN} \xrightarrow[\mathrm{H_3O^+}]{\mathrm{SnCl_2/HCl}} \mathrm{CH_3CHO}CH3​CNSnCl2​/HClH3​O+​CH3​CHO

    This is the Stephen reaction: nitriles are reduced with SnCl2/HCl\mathrm{SnCl_2/HCl}SnCl2​/HCl to an iminium salt, which on hydrolysis gives aldehydes.

    So, (B)→(III)\boxed{(B) \to (III)}(B)→(III)​

  2. Now use standard named reactions for aldehyde preparation

    • Gattermann–Koch reaction gives benzaldehyde from benzene using CO+HCl\mathrm{CO + HCl}CO+HCl in presence of AlCl3/CuCl\mathrm{AlCl_3/CuCl}AlCl3​/CuCl.
    • Etard reaction converts toluene to benzaldehyde using chromyl chloride.
    • Rosenmund reaction converts acid chlorides to aldehydes using poisoned Pd catalyst.

  3. Match the remaining structures

    From the standard forms usually shown in such matching questions:

    • (A) must be the acid chloride to aldehyde conversion, hence Rosenmund reaction. (A)→(IV)\boxed{(A) \to (IV)}(A)→(IV)​

    • (C) must be the toluene to benzaldehyde type oxidation, hence Etard reaction. (C)→(II)\boxed{(C) \to (II)}(C)→(II)​

    • (D) must be the benzene to benzaldehyde formylation, hence Gattermann–Koch reaction. (D)→(I)\boxed{(D) \to (I)}(D)→(I)​

  4. Final matching

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

  5. Check with options

    This corresponds to Option A.

  6. Comparison with stored answer

    Stored correct answer = A

    Our derived answer = A

    Hence, they agree.

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