Question Detail

CHM 102 Practice Questions Objective Question

Question

p-Nitrotoluene on treatment with chlorine in the presence of FeCl3 gives
Options
A m-Chlorotoluene
B 2-Chloro-4-nitrotoluene
Correct Answer
C p-Chlorotoluene
D 2-Nitro-4-chlorotoluene
Correct Answer

Option B is the correct answer.

Detailed Explanation

p-Nitrotoluene has two directing groups: the methyl group (ortho-para director, activating) and the nitro group (meta director, deactivating). The methyl group dominates, directing incoming electrophile to ortho (position 2) to the methyl group, giving 2-chloro-4-nitrotoluene.

Hint

Which directing group dominates in p-nitrotoluene?

Question Info