why does ch3ona doesn't react with p-nitro bromobenzene(removal of cl makes the ring unstable) but chloro benzene reacts with naoh?
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Answer:
Aryl halides cannot undergo an
S
N
2
reaction. The C–Cl bond is in the plane of the ring and, to attack from the back, the nucleophile would have to appear inside the benzene ring. This is not possible.
An
S
N
1
reaction is possible but unfavourable. It would involve the unaided loss of the leaving group and the formation of an aryl cation.
Electron withdrawing groups ortho and para to the leaving group activate the ring to nucleophilic attack. The more electron withdrawing groups you have, the faster the reaction becomes.
Explanation:
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