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Question

Arrange in the decreasing trend towards SE (Electrophilic substitution) reaction.

A
(ii) > (iii) > (i) > (iv)
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B
(ii) > (i) > (iii) > (iv)
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C
(iv) > (iii) > (i) > (ii)
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D
(i) > (ii) > (iii) > (iv)
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Solution

The correct option is A (ii) > (iii) > (i) > (iv)
Electron donating substituents on benzene will increase the electron density on benzene and activates the ring toward aromatic electrophilic substitution.

NH2 is a strong electron donating group showing +R effect. Hence, compound (ii) is most reactive towards SE reaction.

NH+3 group is a strong electron withdrawing group with -I and -R effect. Hence, it reduce electron density on benzene and deactivates the ring. Hence, it is least reactive toward SE reaction.

In Bromobenzene, Br show both -I and +R effect. But -I effect is dominating so it will have less electron on ring than (ii) and (iii).

Toluene shows +I and +H effect. This increase electron density on benzene more than (i).
Hence, the decreasing trend toward SE reaction is
(ii) > (iii) > (i) > (iv)

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