JEE PYQ: Aromatic Compounds Question 22
Question 22 - 2019 (10 Jan Shift 1)
m-Methoxytoluene + $\text{CH}_2\text{Cl}$ $\xrightarrow{(i) \text{AlCl}_3 \text{(anhyd.)}; (ii) \text{H}_2\text{O}}$ major product:
(1) Indane derivative
(2) Para-substituted product
(3) Diphenylmethane derivative
(4) Rearranged cyclized product
Show Answer
Answer: (4)
Solution
Carbocation rearrangement (1° → 1° via ring expansion) followed by intramolecular Friedel-Crafts cyclization directed by $\text{MeO}$ group.
BETA
