Predict the products, A and B in the following reaction sequence:
Answer & explanation
Correct answer: option 2
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:
- The $-SO_3H$ groups are replaced by $-NO_2$ groups.
- Nitration occurs strongly because the $-OH$ group activates the ring.
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.