Question
The major product from the following reaction is
The correct answer is
The given reaction involves three steps: sulfonation, nitration, and desulfonation of an aromatic compound with a tert-butyl group.
- In the first step, \(\text{SO}_3, \text{H}_2\text{SO}_4\) are used to sulfonate the benzene ring.
- Next, nitration occurs with \(\text{HNO}_3\) and \(\text{H}_2\text{SO}_4\), introducing a nitro group at the para position relative to the tert-butyl group due to steric hindrance. The sulfonic acid group is a blocking group that directs the incoming nitro group to the para position.
- Finally, through the process of desulfonation in acidic medium with heat, the sulfonic acid group is removed, leaving behind the nitro group at the para position.
The major product is the para-nitro tert-butyl benzene because the bulky tert-butyl group favors substitution at the para position.
Thus, the correct answer is
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Important Questions from Organic Structure Stability
The total number of tautomers for the following molecule (including the structure provided below) is ____________
The reactants P and Q in the following reaction are
- The Diels-Alder adduct from the reaction between cyclopentadiene and benzyne is
The order of resonance energy for the following molecules is
The compound, which upon mono-nitration using a mixture of HNO$_3$ and H$_2$SO$_4$, does NOT give the meta-isomer as the major product, is
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