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NEET CHEMISTRYMedium

Match the reagents (List-I) with the products (List-II) obtained from phenol and select the correct option.

List-I (Reagents) (A) (i) NaOH, (ii) CO₂, (iii) H⁺ (B) (i) Aqueous NaOH + CHCl₃, (ii) H⁺ (C) Zn dust, \Delta (D) Na₂Cr₂O₇, H₂SO₄

List-II (Products) (I) Benzoquinone (II) Benzene (III) Salicylaldehyde (IV) Salicylic acid

A

A-III, B-IV, C-I, D-II

B

A-II, B-I, C-IV, D-III

C

A-IV, B-III, C-II, D-I

D

A-IV, B-II, C-I, D-III

Step-by-Step Solution

The matching is based on the specific chemical reactions of phenol:

  1. Kolbe's Reaction (A): Phenol reacts with NaOH to form phenoxide, which then undergoes electrophilic substitution with weak electrophile CO2CO_2 followed by acidification to form Salicylic acid (2-Hydroxybenzoic acid). [Match: A-IV]
  2. Reimer-Tiemann Reaction (B): Treatment of phenol with chloroform (CHCl3CHCl_3) in the presence of aqueous NaOH introduces an aldehyde group at the ortho position, forming Salicylaldehyde (2-Hydroxybenzaldehyde). [Match: B-III]
  3. Reaction with Zinc dust (C): Phenol is reduced to Benzene when heated with zinc dust. [Match: C-II]
  4. Oxidation (D): Oxidation of phenol with chromic acid (Na2Cr2O7+H2SO4Na_2Cr_2O_7 + H_2SO_4) produces a conjugated diketone known as Benzoquinone. [Match: D-I]
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