Engineering
Chemistry
Nitration of aromatic compounds
Electrophilic substitution

Question

Electrophilic substitution is an important reaction of aromatic compounds and it follows following mechanism :

In general E attacks on more electron rich position. Rate of this reaction increases with stability of σ-complex. In the reaction where strong electrophile attacks, the cleavage of C–H bond is a very fast step.

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Linked Question 1

rate r1 > r2

rate r1 ≃ r2

rate r2 > r1

r1 and r2 are not comparable

Solution

Breaking of C – H / C – D bond is not involve in RDS. So rate r1 ≈ r2

Linked Question 2

Arrange the following in the order of reactivity towards an electrophilic attack

III > V > IV > II > I

III > IV > V > II > I

V > IV > III > II > I

V > IV > III > I > II

Solution

In case of (III) benzene ring is more e rich and σ complex is more stable