The structure of the major product formed in the following reaction (see structure) is
(A)(see structure)
(B)(see structure)
(C)(see structure)
(D)(see structure)✓ Correct
Answer: (D)
Solution
The transformation shown is a Sandmeyer-type reaction in which an aryl diazonium group is replaced, through copper(I) cyanide, by a cyano group at the very same ring position, while the remaining ring substituents, the iodine among them, stay in place. Carrying this substitution pattern through gives the structure in which the diazonium group has become −CN and the rest of the ring is unchanged, which is the major product depicted.
JEE Main · 2006 · 30 Apr 2006 · Offline · Single correct option