JEE Main levelSingle correct optionDifficulty 2 of 3co019
Toluene is treated with CO and HCl in the presence of anhydrous AlClX3 and CuCl (Gatterman-Koch). The major product is
A2-methylbenzaldehyde
B4-methylbenzaldehyde
Cphenylacetaldehyde
D1-phenylethan-1-one
Answer: B
The reactive species is the formyl cation HCX+=O which substitutes the ring. The methyl group is ortho/para directing and the para product dominates because of steric hindrance, giving 4-methylbenzaldehyde.