In the following reaction sequence the major products A and B are:
(A)(see structure)
(B)(see structure)✓ Correct
(C)(see structure)
(D)(see structure)
Answer: (B)
Solution
The first step is a Friedel-Crafts acylation: the acyl chloride, activated by AlClX3, substitutes onto the aromatic ring to give the aryl ketone A. The second step is a Clemmensen reduction with Zn(Hg) and HCl, which strips the carbonyl down to a methylene group and yields the alkyl-substituted arene B. These two structures are the major products of the sequence.
JEE Main · 2020 · 05 Sep 2020 · Shift 1 · Single correct option