Question:

The major product formed in the following reaction
|HgSo4
is

Updated On: Jan 10, 2025
  • HgSO4, aq. H2SO MeOH
  • HgSO4, aq. H2SO MeOH
  • HgSO4, aq. H2SO MeOH
  • HgSO4, aq. H2SO MeOH
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The Correct Option is B

Solution and Explanation

The reaction sequence involves a nucleophilic substitution followed by an electrophilic addition:

  1. sec-BuLi (sec-butyllithium) acts as a base, deprotonating the thiol group in the initial structure.
  2. The phenyl group (Ph) attaches to the deprotonated site via the bromine atom (Br), forming an alkylated intermediate.
  3. The intermediate undergoes a reaction with mercury sulfate (HgSO4) and aqueous sulfuric acid (H2SO4), facilitating the formation of a carbocation.
  4. Finally, in the presence of methanol (MeOH) and BF3·Et2O, an ether (OCH3) group is added to the carbocation site, completing the transformation.
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