Question:
Why chlorination of nitrobenzene gives only m-chloro nitro benzene as major product?
Answer:
Why chlorination of nitrobenzene gives only m-chloro nitro benzene as major product?
Answer:
The reaction for chlorination of nitrobenzene is as follows
Ferric chloride is used as catalyst which is termed as
halogen carrier
The catalyst reacts with chlorine to give chloronium ion
which is the active reagent for chlorination reaction.
There are three positions on nitrobenzene where chloroniou
ion can react and the resonating forms are as below:
In
the resonating forms the structure marked as (I) and (II) are highly unstable
structure because nitor group is electron withdrawing group and positive charge
is present on the carbon atom which is directly attached to electron
withdrawing group.
Thus the structure (I) and (II) are not the effective
contributing structures in ortho and para substitution. But the resonating
forms for meta substitution are relatively more stable that other two so chlorine
gets substituted at meta position
forming m-chloro nitrobenzene as the major porduct
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