The major product formed in the reaction given below will be:
(A)(see structure)
(B)(see structure)
(C)(see structure)✓ Correct
(D)(see structure)
Answer: (C)
Solution
Treating the primary amine with nitrous acid converts it to a diazonium salt, and warming that with water replaces the diazonium group by a hydroxyl, leaving the bicyclic skeleton otherwise intact. The product therefore carries an −OH where the amino group stood, at the same position on the ring system, and that hydroxy-substituted structure is the major product.
JEE Main · 2019 · 10 Jan 2019 · Shift 1 · Single correct option
