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Nucleophilic Aromatic substitution (SN(A...

Nucleophilic Aromatic substitution `(SN_(Ar))` :
A substituted benzene derivative containing-`NO_2` and Cl group at p-position is subjected to Nu-substitution.

Which is the best route for the synthesis of Starting from benzene of ?

A

B

C

D

Text Solution

Verified by Experts

The correct Answer is:
A
Basic `S_N Ar`
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Electrophilic substitution on mono substituted benzene is determined by electronic effects +1, -M groups are ortho, para directors, where as -1,-M groups are meta directions. When there is a competition between inductive and mesomeric effects, the latter wins over. Electrophilic substitution on disubstituted benzene is determined by the combined effect of both groups. Usually activating group wins over deactivating group. When one of the groups has a lone pair of electrons, that will determine the product formation. Usually a third group will not enter the position in between the two existing groups due to steric reasons.

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With respect to the electrophilic aromatic substitution of benzene which of the following is not true?

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The typical reaction of benzene and other aromatic compounds is electrophilic substitution. Presence of electron donating group activates the ring towards electrophilic substitution, while presence of electron withdrawing group deactivates the ring towards electrophilic substitution but at the same time activates the ring towards nucleophilic substitution. Some groups are predominantly meta directing and all of these are deactivating. Except halogen, most of the o- and p- directing groups are activating groups. (E.A.S = Electrophilic aromatic substation) Presence of nitro group in benzene ring: