Meta bromotoluene from para toluidine
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Toluene + HNO₃/H₂SO₄ ----> p-nitrotoluene (para directed nitration)
p-nitrotoluene (para directed nitration) p-nitrotoluene + Zn/HCl ----> p-aminotoluene (changing NO₂ to NH₂ by reduction)
> p-aminotoluene (changing NO₂ to NH₂ by reduction) p-aminotoluene +Br₂ ----> bromination ortho to NH₂.
--> bromination ortho to NH₂.Remove NH₂ via diazonium salt and decomposition with 1) HONO (which is NaNO₂+HCl), 2) H₃PO₂ for the final product
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