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Question

What will be the major product obtained when anisole react with conc. HNO3 and H2SO4?

A
p-nitroanisole
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B
m-nitroanisole
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C
o-nitroanisole
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D
both p-nitroanisole and o-nitroanisole
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Solution

The correct option is A p-nitroanisole
Alkoxy benzene will undergo electrophilic aromatic substitution. The ether group will undergo resonating with benzene ring and form resonating structure. In the resonating structures, the electron density at ortho and para position are increased which will attack the electrophile (in this case, it is Br+). Ether is ortho/para directing group. Thus, it gives both ortho and para products.
Hence, anisole on treatment with conc. HNO3 and H2SO4 will give ortho and para nitroanisole but para product will be major. Hence option (a) is correct.
Resonating structure of Anisole

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