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Aldehydes Ketones and Carboxylic Acids question

2024 · 30 Jan · Shift 2 · Q14
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Aldehydes Ketones and Carboxylic Acids question

2024 · 30 Jan · Shift 2 · Q14

JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
Salicylaldehyde is synthesized from phenol, when reacted with
  1. A
    HCCl3,NaOH\mathrm{HCCl}_3, \mathrm{NaOH}HCCl3​,NaOH
  2. B
    CO2,NaOH\mathrm{CO}_2, \mathrm{NaOH}CO2​,NaOH
  3. C
    JEE Main 2024 (Online) 30th January Evening Shift Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 46 English Option 3
  4. D
    CCl 4_44​, NaOH
View written solutionFree

Correct answer: A

  1. Identify the product asked:

    Salicylaldehyde is o-hydroxybenzaldehyde.

  2. Recall the named reaction for preparing salicylaldehyde from phenol:

    Phenol on treatment with chloroform and aqueous sodium hydroxide undergoes the Reimer–Tiemann reaction.

    Phenol→NaOHCHCl3o-hydroxybenzaldehyde\text{Phenol} \xrightarrow[\text{NaOH}]{\text{CHCl}_3} o\text{-hydroxybenzaldehyde}PhenolCHCl3​NaOH​o-hydroxybenzaldehyde

    In this reaction, the formyl group (−CHO)(-CHO)(−CHO) is introduced mainly at the ortho position of phenol, giving salicylaldehyde.

  3. Check the options:

    • A: HCCl3,NaOH\mathrm{HCCl_3}, \mathrm{NaOH}HCCl3​,NaOH

      This is chloroform + sodium hydroxide, i.e. Reimer–Tiemann reaction. It gives salicylaldehyde. So correct.

    • B: CO2,NaOH\mathrm{CO_2}, \mathrm{NaOH}CO2​,NaOH

      This is related to the Kolbe–Schmitt reaction, which gives salicylic acid after acidification, not salicylaldehyde. So incorrect.

    • D: CCl4,NaOH\mathrm{CCl_4}, \mathrm{NaOH}CCl4​,NaOH

      With CCl4\mathrm{CCl_4}CCl4​ and base, phenol gives salicylic acid (after hydrolysis), not salicylaldehyde. So incorrect.

  4. Conclusion:

    The reagent needed to synthesize salicylaldehyde from phenol is:

    CHCl3, NaOH\boxed{\mathrm{CHCl_3},\ \mathrm{NaOH}}CHCl3​, NaOH​

    Hence, Option A is correct.

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