Sign in
12thPass logo
New chatPYQ LibraryDoubtsRank report
Sign in to see Recents

Your guest activity stays on this device

Sign in to save progress →
Sign in

Aldehydes Ketones and Carboxylic Acids question

2023 · 1 Feb · Shift 2 · Q4
Guest · filters and generic practice availableBrowsing as a guest · PYQ filters and generic practice are available. Sign in only for personalised features and saved progress.
  1. PYQ Library
  2. /JEE Main
  3. /Chemistry
  4. /Aldehydes Ketones and Carboxylic Acids
  5. /2023 · 1 Feb · Shift 2 · Q4

Aldehydes Ketones and Carboxylic Acids question

2023 · 1 Feb · Shift 2 · Q4

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
In a reaction, JEE Main 2023 (Online) 1st February Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 87 English reagents 'X' and 'Y' respectively are :
  1. A
    CH3OH/H+,Δ\mathrm{CH}_{3} \mathrm{OH} / \mathrm{H}^{+}, \DeltaCH3​OH/H+,Δ and (CH3CO)2O/H+\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O} / \mathrm{H}^{+}(CH3​CO)2​O/H+
  2. B
    (CH3CO)2O/H+\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O} / \mathrm{H}^{+}(CH3​CO)2​O/H+ and CH3OH/H+,Δ\mathrm{CH}_{3} \mathrm{OH} / \mathrm{H}^{+}, \DeltaCH3​OH/H+,Δ
  3. C
    CH3OH/H+,Δ\mathrm{CH}_{3} \mathrm{OH} / \mathrm{H}^{+}, \DeltaCH3​OH/H+,Δ and CH3OH/H+,Δ\mathrm{CH}_{3} \mathrm{OH} / \mathrm{H}^{+}, \DeltaCH3​OH/H+,Δ
  4. D
    (CH3CO)2O/H+\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O} / \mathrm{H}^{+}(CH3​CO)2​O/H+ and (CH3CO)2O/H+\left(\mathrm{CH}_{3} \mathrm{CO}\right)_{2} \mathrm{O} / \mathrm{H}^{+}(CH3​CO)2​O/H+
View written solutionFree

Correct answer: B

  1. The two reagents given in the options are:

    • CH3OH/H+, Δ\mathrm{CH_3OH}/\mathrm{H^+},\ \DeltaCH3​OH/H+, Δ : this is used for esterification of a carboxylic acid to form a methyl ester.
    • (CH3CO)2O/H+\left(\mathrm{CH_3CO}\right)_2\mathrm{O}/\mathrm{H^+}(CH3​CO)2​O/H+ : this is used for acetylation of an −OH-OH−OH group, i.e. conversion of an alcohol/phenol into an acetate ester.
  2. In such standard organic conversion questions involving compounds having both −COOH-COOH−COOH and −OH-OH−OH functionality, the order of reagents matters:

    • If we first use acetic anhydride, the hydroxyl group gets acetylated.
    • Then treatment with CH3OH/H+, Δ\mathrm{CH_3OH}/\mathrm{H^+},\ \DeltaCH3​OH/H+, Δ converts the carboxylic acid group into methyl ester.
  3. Let us examine the options:

    A: CH3OH/H+,Δ\mathrm{CH_3OH}/\mathrm{H^+},\DeltaCH3​OH/H+,Δ first, then acetic anhydride
    This would first esterify the acid group, and then acetylate the hydroxyl group. This order is possible in some cases, but for the standard protected-product sequence asked here, the intended order is generally acetylation first and esterification second.

    B: (CH3CO)2O/H+\left(\mathrm{CH_3CO}\right)_2\mathrm{O}/\mathrm{H^+}(CH3​CO)2​O/H+ first, then CH3OH/H+,Δ\mathrm{CH_3OH}/\mathrm{H^+},\DeltaCH3​OH/H+,Δ
    First acetylation of −OH-OH−OH, then esterification of −COOH-COOH−COOH to methyl ester. This matches the expected transformation.

    C: CH3OH/H+,Δ\mathrm{CH_3OH}/\mathrm{H^+},\DeltaCH3​OH/H+,Δ and again CH3OH/H+,Δ\mathrm{CH_3OH}/\mathrm{H^+},\DeltaCH3​OH/H+,Δ
    Same reagent twice cannot account for both acetylation and methyl ester formation.

    D: (CH3CO)2O/H+\left(\mathrm{CH_3CO}\right)_2\mathrm{O}/\mathrm{H^+}(CH3​CO)2​O/H+ and again (CH3CO)2O/H+\left(\mathrm{CH_3CO}\right)_2\mathrm{O}/\mathrm{H^+}(CH3​CO)2​O/H+
    Same reagent twice cannot account for both transformations either.

  4. Therefore, the correct pair of reagents is: X=(CH3CO)2O/H+,Y=CH3OH/H+,ΔX = \left(\mathrm{CH_3CO}\right)_2\mathrm{O}/\mathrm{H^+}, \qquad Y = \mathrm{CH_3OH}/\mathrm{H^+},\DeltaX=(CH3​CO)2​O/H+,Y=CH3​OH/H+,Δ

Hence, the correct option is B.

PreviousNext

More from Aldehydes Ketones and Carboxylic Acids

  • Match List I with List II: Choose the correct answer from the options given below: Includes table Includes diagram2023 · MCQ
  • The major product formed in the following reaction is: Includes diagram2023 · MCQ
  • The major product 'P' formed in the given reaction is Includes diagram2023 · MCQ
  • 'A' and 'B' in the above reactions are: Includes diagram2023 · MCQ
  • Given below are two statements, one is labelled as Assertion A and the other is labelled as Reason R. Assertion A : A solution of the product obtained by heating a mole of glycine with a mole of chlorine in presence of red phosphorous…2023 · MCQ
  • In the following reaction 'A' is Includes diagram2023 · MCQ
  • The major product 'P' formed in the following sequence of reactions is Includes diagram2023 · MCQ
  • The value of x in compound 'D' is ​. Includes diagram2023 · Numerical