I am trying to figure out the mechanism to create 4-nitrophenylhydrazine from the diazonium salt of 4-nitroaniline. I've found a couple of explanations for what reactants are used, but I don't understand the mechanism behind them. The mechanisms overall seem to suggest that $\ce{HCl}$ is used, and the $\ce{Cl-}$ bonds to the $\ce{N2+}$. That makes sense, but then it is suggested that $\ce{Na2SO3}$ and $\ce{SnCl2}$ are used to somehow change this into 4-nitrophenylhydrazine. If anyone could explain how this works, I would be very grateful!

Here is the article showing which reactants are used.

Diazonium salt of 4-nitroaniline

  • 2
    $\begingroup$ In the 1st step you also need $\ce{NaNO2}$ and is a standard textbook mechanism. The second step is a reduction. You should correct your reagent to $\ce{Na2SO3}$ $\endgroup$ – K_P Oct 27 '15 at 0:20

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