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Question

Which of the following product predominates(Major) ine following raction?

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A
3-chlorotoluene
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B
2-chlorotoluene
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C
4-chlorotoluene
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D
Both A and B
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Solution

The correct option is C 4-chlorotoluene
In the resonance structures of chlorobenzene the ortho and para positions get negatively charged, i.e. the electron density is relatively more at ortho and para positions. The incoming electrophile is more likely to attack these positions. But, because of steric hindrance at the ortho position, the para-product usually predominates over the ortho product.So 4-chloro toluene or para chloro toluene predominates over ortho chloro toluene. Hence option C is correct.
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