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JEE MAIN - Chemistry (2008 - No. 2)

Toluene is nitrated and the resulting product is reduced with tin and hydrochloric acid. The product so obtained is diazotised and then heated with cuprous bromide. The reaction mixture so formed contains
mixture of o− and p−bromotoluenes
mixture of o− and p−dibromobenzenes
mixture of o− and p−bromoanilines
mixture of o− and m−bromotoluenes

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AIEEE 2008 Chemistry - Hydrocarbons Question 138 English Explanation 1

AIEEE 2008 Chemistry - Hydrocarbons Question 138 English Explanation 2

on reduction with $$Sn/HCl$$ they will form corresponding anilines in which $$ - N{O_2}$$ group changes to $$ - N{H_2}.$$

AIEEE 2008 Chemistry - Hydrocarbons Question 138 English Explanation 3

These anilines when diazotized and then treated with $$CuBr$$ forms $$o-, p-$$ bromotoluenes.

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