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Question

Which of the following compound on nitration gives higher percentage of para-subtituted product?

A
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B
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C
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D
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Solution

The correct option is B
Here inductive effect of substituents plays a major role.
-I effect increases as electronegativity increases, thus, it decreases the stability of σ-complex. Since I-effect is a distance-dependent effect, so it is higher on ortho
position than the para position.
Hence, F atom have a higher –I effect than other halogens, on ortho position than para position.
Therefore, % of para product on nitration of Fluorobenzene is more.


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