C₆H₅N₂Cl + Na₃AsO₃ = C₆H₅AsO₃Na₂ + NaCl + N₂
C₆H₅AsO₃Na₂ + 2HCl = C₆H₅AsO₃H₂ + 2NaCl
C₆H₅AsO₃H₂ + SO₂+H₂O = C₆H₅AsO₂H₂ + H₂SO₄
C₆H₅N₂Cl + C₆H₅AsO₂Na₂ = (C₆H₅)₂AsO₂Na + NaCl + N₂
(C₆H₅)₂AsO₂Na + HCl = (C₆H₅)₂AsO₂H + NaCl
2(C₆H₅)₂AsO₂H + 2SO₂ + H₂O = [(C₆H₅)₂As]₂O + 2H₂SO₄
[(C₆H₅)₂As]₂O + 2HCl = 2(C₆H₅)₂AsCl + H₂O.
“The entire process was carried out at Höchst. The
method used at Höchst was as follows: In preparing
the diazonium solution, 3 kg.-mols of aniline were
dissolved in 3000 liters of water and the theoretical
quantity of hydrochloric acid. The temperature of
the solution was reduced to between 0° and 5° and
the theoretical amount of sodium nitrite added.
The reaction was carried out in a wooden tank of
the usual form for the preparation of diazonium
compounds. A solution of sodium arsenite was prepared
which contained 20 per cent excess of oxide over
that required to react with the aniline used. The
arsenous oxide was dissolved in sodium carbonate, care
being taken to have enough of the alkali present to
neutralize all of the acid present in the solution
of the diazonium salt. To the solution of the sodium
arsenite were added 20 kg. of copper sulfate dissolved
in water, this being the amount required when 3
kg.-mols of aniline are used. The solution of the
diazonium compound was allowed to flow slowly into
the solution of the arsenite while the temperature
was maintained at 15°. The mixture was constantly
stirred during the addition which requires about 3
hrs. After the reaction was complete, the material
was passed through a filter press in order to remove
the coupling agent and the tar which had been formed.
Hydrochloric acid was next added to the clear solution
to precipitate phenylarsenic acid, the last portions of
which were removed by the addition of salt.
Public-domain text, read in full here on John Shaqi.
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