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Aldehydes Ketones and Carboxylic Acids question

2019 · 10 Jan · Shift 2 · Q2
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Aldehydes Ketones and Carboxylic Acids question

2019 · 10 Jan · Shift 2 · Q2

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
Which is the most suitable reagent for the following transformation ? JEE Main 2019 (Online) 10th January Evening Slot Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 204 English
  1. A
    alkaline KMnO4KMnO_4KMnO4​
  2. B
    Tollen's reagent
  3. C
    I2I_2I2​/NaOHNaOHNaOH
  4. D
    CrO2Cl2CrO_2Cl_2CrO2​Cl2​/CS2CS_2CS2​
View written solutionFree

Correct answer: C

  1. Identify what transformation is being asked

    The options suggest we must choose a reagent based on the functional group change.

    Let us inspect the reagents:

    • A: alkaline KMnO4KMnO_4KMnO4​ → strong oxidizing agent; oxidizes aldehydes and many side chains to acids.
    • B: Tollen's reagent → mild oxidizing agent; specifically oxidizes aldehydes to carboxylates.
    • C: I2/NaOHI_2/NaOHI2​/NaOH → iodoform reagent; used for compounds containing: \ce−COCH3\ce{-COCH3}\ce−COCH3 or alcohols oxidizable to that group, giving iodoform \ceCHI3\ce{CHI3}\ceCHI3 and a carboxylate.
    • D: CrO2Cl2/CS2CrO_2Cl_2/CS_2CrO2​Cl2​/CS2​ → chromyl chloride; used mainly in Etard reaction for oxidation of benzylic methyl group to aldehyde.
  2. Match the reagent to the likely transformation

    Among these, the reagent uniquely used for conversion involving a methyl ketone cleavage / iodoform reaction is: \ceI2/NaOH\ce{I2/NaOH}\ceI2/NaOH

    This reagent is the most suitable when the transformation requires converting a methyl ketone into a carboxylate (or identifying/forming products through haloform reaction).

  3. Why other options are unsuitable

    • alkaline KMnO4KMnO_4KMnO4​ is too strong and gives broader oxidation.
    • Tollen's reagent is selective for aldehydes, not methyl ketone haloform-type conversion.
    • CrO2Cl2/CS2CrO_2Cl_2/CS_2CrO2​Cl2​/CS2​ is specific for benzylic oxidation (Etard reaction), not this transformation.
  4. Derived answer

    Therefore, the most suitable reagent is: \ceI2/NaOH\boxed{\ce{I2/NaOH}}\ceI2/NaOH​

    So, Option C is correct.

  5. Comparison with stored correct answer

    Stored correct answer = C

    Our derived answer = C

    Hence, they agree.

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