Predict the products, A and B in the following reaction sequence: |
The correct answer is Option (2) →
Step 1: Reaction with concentrated $H_{2}SO_{4}$ Phenol undergoes sulphonation when treated with concentrated sulfuric acid. The $-OH$ group on phenol is a strong activating ortho/para directing group, so sulphonation occurs at ortho and para positions. Under strong sulphonation conditions (conc. $H_{2}SO_{4}$), two sulfonic acid groups are introduced to give: Phenol-2,4-disulphonic acid Thus, $A =$ Phenol-2,4-disulphonic acid Step 2: Reaction with concentrated $HNO_3$ When this compound is treated with concentrated nitric acid:
This ultimately forms 2,4,6-trinitrophenol, commonly known as picric acid. Thus, B = 2,4,6-trinitrophenol Option 1 Although A resembles the disulphonation product, the nitration product given is 2,4-dinitrophenol, whereas the reaction actually produces 2,4,6-trinitrophenol. Option 2 $A =$ Phenol-2,4-disulphonic acid $B =$ 2,4,6-trinitrophenol (picric acid) This correctly represents the reaction sequence. Option 3 This assumes only monosulphonation occurs, which is not correct under strong sulphonation conditions. Option 4 This product retains the $-SO_3H$ group after nitration, which does not occur in this reaction. Incorrect.
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