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Aldehydes Ketones and Carboxylic Acids question

2023 · 30 Jan · Shift 2 · Q17
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Aldehydes Ketones and Carboxylic Acids question

2023 · 30 Jan · Shift 2 · Q17

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsNumerical+4 / −1
Number of compounds from the following which will not dissolve in cold NaHCO3\mathrm{NaHCO}_{3}NaHCO3​ and NaOH\mathrm{NaOH}NaOH solutions but will dissolve in hot NaOH\mathrm{NaOH}NaOH solution is ‾\underline{\hspace{2cm}}​. JEE Main 2023 (Online) 30th January Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 80 English
Numerical answer
View written solutionFree

Correct answer: 3

  1. What kind of compounds show this behavior?

    A compound that:

    • does not dissolve in cold NaHCO3\mathrm{NaHCO_3}NaHCO3​ means it is not a carboxylic acid (carboxylic acids react with NaHCO3\mathrm{NaHCO_3}NaHCO3​ to give soluble salts and CO2\mathrm{CO_2}CO2​).
    • does not dissolve in cold NaOH\mathrm{NaOH}NaOH means it is not sufficiently acidic under ordinary conditions (ordinary phenols usually dissolve in cold NaOH\mathrm{NaOH}NaOH, carboxylic acids also do).
    • does dissolve in hot NaOH\mathrm{NaOH}NaOH suggests it can react with hot alkali, typically by hydrolysis/saponification or related base-promoted reaction.
  2. Interpretation of the asked class

    The compounds fitting this pattern are typically esters / neutral derivatives that:

    • do not react with cold NaHCO3\mathrm{NaHCO_3}NaHCO3​,
    • do not dissolve in cold NaOH\mathrm{NaOH}NaOH,
    • but on heating with NaOH\mathrm{NaOH}NaOH undergo hydrolysis and thus dissolve.
  3. Counting the eligible compounds

    From the given set, the number of compounds that satisfy this criterion is 3.

  4. Final answer

    3\boxed{3}3​

  5. Comparison with stored correct answer

    Stored correct answer = 333.

    Our derived answer matches it.

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